Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Your Perfect Ocean View Retreat in a Desirable Location! -Kamaole Nalu #405:
Kamaole Nalu #405 – Ocean View Comfort with Modern UpgradesKamaole Nalu #405 offers the perfect blend of modern comfort and timeless island beauty. This two-bedroom, two-bathroom condo underwent a complete renovation in the summer of 2015 and continues to shine with...
37th Floor: Amazing Ocean View/Skyline, 2b/2b, Walk to Waikiki beaches.
Summary:Panoramic scenic views! Ocean waves by day, skyline by night. 10 minute walk to Waikiki beach, 15 minute walk to Ala Moana mall. Located in most popular resort area, perfect for shopping, eating and sightseeing! Restaurant, coffee shop, and convenience store...
High Floor, Partial Ocean View! Bedroom A/C, W/D, Wi-Fi, Pool, FREE Parking!
Fairway Villa #2202 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Beautiful 22nd floor vacation rental with partial ocean views from the living room and kitchen! Contemporary design and close to everything! This quiet corner...
Ocean Side Escape-Spectacular View;2-Bdr/1Bth+Van Easy Access to Maui sights
This is your beachside home away from home! Build your book of Maui memories while supporting Maui's economic recovery, owners and their teams! The beach is just a few steps across the street. The ocean view is unencumbered from the lanai displaying spectacular sunsets!...
Sugar Beach Resort Condo w/ Free WiFi, Shared Pool/Hot tub-Waves Await
Sugar Beach Resort 304Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Remodeled Top Floor with an Ocean View
Welcome to Sealodge — one of Kaua‘i’s most scenic and peaceful escapes on the North Shore. Perched on the edge of a 130-foot bluff in Princeville, this oceanview condo offers stunning panoramic views right from your lanai and is just minutes from Hanalei Bay, Kilauea...
Comfortable Spacious and Modern - PLUS Just 1min to Beach with Diamond Head View
Legally permitted rental - Waikiki Grand Hotel®134 Kapahulu Ave #516âš•For your health and safetyâš• we utilize additional Sterilization procedures between reservations.â¤This is actually one of my favorite suites at the Waikiki Grand Hotel®, not only for the price but the...
Gorgeous Mountain View 1Bed/1Bath at the Waikiki Banyan #3513-T2
Aloha and welcome to your beautiful new home-away-from-home with enchanting views of the Koolau mountains and Ala Wai golf course.This 35th floor unit of the Waikiki Banyan is fully furnished with two twin size beds, two sofa beds in the living room, dining table with...
Charming 1Bedroom - Surfing, Sunset, Yacht, Firework Ocean View!
Ilikai Marina High Floor! Best View! (IM692). This vacation rental will make your trip the best in your lifetime!!The view from the room is super and room rate is also amazing. The rate will be a less than a half of other vacation rental rooms in Ilikai Marina!!You can...
Grand Champions 144 | Tropical Golf Resort w/ Pool
Whether you are looking for a relaxing getaway or seeking adventure of all kinds, Maui is the perfect vacation spot! Grand Champions 144 is a three bedroom, two bathroom condo that sleeps six guests. Enjoy the incredible primary bathroom, the private balcony with...
34th Floor Studio with Free Parking
This 34th story condo features everything you need- Free covered parking, new furnishings, cappuccino coffee maker, king size bed and queen size sofa bed, cable TV, beach gear and sports equipment. Walking distance to beautiful white sandy swimming beach, Waikiki, Ala...
Maui Sunset A321 Ocean front unit!
Oceanfront! New renovated kitchen and bathrooms for 2022. Largest view deck in a 2-bedroom condominium at Maui Sunset. Be the envy of your friend back home with photos from the lanai. Condo number is A-321 We provide a starter set of Shampoo, conditioner and body wash...
Piko Nani: Luxurious Oceanview Getaway w/Private Pool & Spa and Serene Lanai
Perched on a picturesque hilltop with sweeping Pacific Ocean views, Piko Nani by Gather offers a serene luxury escape in Kailua Kona. Meaning “Hilltop Beauty,” Piko Nani lives up to its name with 2,740 square feet of elegant indoor living and expansive outdoor space,...
Fairways 33F: Luxe Ko Olina Villa with Serene Lanai & Pool
Experience the relaxed elegance of island living at Fairways at Ko Olina 33F by Gather, a welcoming retreat tucked within Oahu’s exclusive Ko Olina Resort community. This two-story, 1,250-square-foot villa combines the comforts of home with the serenity of a tropical...
Breezy Waikiki Apartment sleeps 6 with Free Parking
This very breezy apartment is perfect for families. There are two separate bedrooms one with a King size bed and the other with a queen bed. Both rooms have desks or dressing table with usb charging ports. The living room has a pull out queen size sofa bed and a twin...
The Best Rate Ever!! Pacific Monarch Partial Ocean View Room!! (PM04)
Feel the Hawaiian breeze from Large window (PM04). One of the most affordable rooms in Pacific Monarch and all over Waikiki. You will be suprised with the high quality of the room with the price!! This classy studio will become a nice castle to recharge for a new day...
Koa Lagoon 506 | Beach, Pool, Sunsets and More!
You’ll wake up to a stunning view of the ocean when you vacation at Koa Lagoon 506. Guests regularly report seeing Humpback Whales, Green Sea Turtles, and Spinner Dolphins cavorting in the Pacific. Start the day with a cup of coffee on this balcony or walk down to the...
KS 942 Spacious Penthouse Studio w Ocean Views Pool AC
Kaanapali Shores 942 Spacious Ocean View Studio at Kaanapali Shores BeachFront Resort w/ Pools FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail,...
A Peaceful Paradise for Your Kona Coast Vacation
Ocean Breeze, Garden Views & Island ComfortKeauhou Kona Surf & Racquet Club | 2BR/2BA | Ground-Floor RetreatExperience the perfect blend of tropical tranquility and modern convenience at this beautifully renovated ground-floor condo in the oceanfront community of...
Enchanting ocean view condo with pool, lanai, full kitchen, & washer/dryer
Kihei Park Shores 13Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience epic ocean views in a tranquil setting when you visit gorgeous Maui. Witness a view that's always...
Steps from the Sand! Modern Suite w/Free WiFi, Full Kitchen – Waikīkī Shore 210
Welcome home in Waikīkī! You’ll love apartment-style living with all the modern amenities you’ll need to have an ultra-comfortable and convenient vacation. Beautiful contemporary designs adorn this one-bedroom one-bathroom suite. Enjoy upgraded full-size stainless-steel...
Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC
Updates Scheduled for April 2025 - Lower Rates Before Update Panoramic, 180 degree Ocean, Harbor and Sunset ViewSpacious 1 Bedroom, 1 Bath CondoFully Equipped Gourmet KitchenBeautiful Rattan Upholstered FurnitureVery Comfortable Full King Size BedFoldout Queen Size...
Dolphin House | 3 Bed, 3.5 Bath
This show stopping home in Keauhou Estates features massive views from nearly every room. Upon entering the home, the entry boasts a grand water feature created by famed marine artist Dale J. Evers, showcasing life sized bronze dolphins. Step down into the great room...
Ocean views at Keauhou Gardens! Spacious 2-bed, 2-bath condo with lanai
Enjoy this two-bedroom, two-bathroom Keauhou Gardens unit. Take in the ocean views from the lanai, large open living area, and spacious lanai. This property is located on Alii Drive in the Keauhou area, close to beaches and Keauhou Harbor. Upon entry, you will notice...
Need some Sunshine and Salt Water Therapy? Stay at Hale Mahina Maui Hawaii **
Just steps away from the beach this ground floor direct ocean front view unit is a great pick for your Hawaiian vacation. This condo features a newly remodeled kitchen and bathroom, tiled throughout. Condo includes full size washer and dryer as well as a large flat...
Free-Standing Units On Gorgeous North Shore Kauai! 5 Minute Drive to Hanalei Ba
This incredibly quiet, family-friendly resort is perfectly situated alongside the Makai Golf Course. The resort is a short ten minute drive from world-famous Hanalei Bay and Princeville Shopping Center is just five minutes away.Prices shown are for our two-bedroom...
Sugar Beach Resort 223: Beautiful Ocean Front Views from this 1 Br Condo
Enjoy spectacular Ocean Front views from the private lanai and the living area of this one-bedroom condo. There is a fully equipped kitchen that is perfect for making meals to dine-in or to take with you while on the go. The bedroom has a king bed, allowing this unit to...
Remodeled Oceanfront Suite - Paki Maui 109
Ocean front views in our Paki Maui vacation condo in Honokowai, one floor up from ground level. Our Paki Maui condo is remodeled with tile throughout and is tastefully furnished including new furniture package. Enjoy the Visitor's Channel on cable TV in the living room...
4 Star Oceanfront Resort, 4 Beautiful Pools 2 Jacuzzis, 3 mile stretch of Beach
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Second floor unit with king bed. Lovely resort with amazing pools! Lagoon view from lanai. The Outrigger Kauai Beach Resort and Spa is a beautiful Hawaiian resort located on 25...
Island Decor Condo w/Ocean View Lanai Dining Bar, Free WiFi–Waikīkī Shore #1306
Updated in 2015, this one-bedroom one-bathroom suite with Pacific Ocean views is the perfect home away from home! You’ll love the Hawaiian décor, including wooden paddle ceiling fans, modern wicker furnishings, and vibrant paintings. The tiled kitchen has a modern...
Recent updates with ocean views and beach access B315
It's a lovely day in Maui! Interior set up for Maui living, tile flooring and ocean views from kitchen/living room. Sit back and relax in condo B-315. Resort property located on the ocean front in sunny Kihei, you can watch it all unfold from your lanai view deck.Large...
Oceanfront Condo with Shared Pool & Hot Tub, New Central A/C installed
Makahuena 4105 Poipu Ocean BreezeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Listen to the waves as you sleep in this partial ocean-view condo located within the Makahuena at...
Mana Kai Maui Resort condo near beaches & waves with pool
Mana Kai Maui Resort 211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Luxury One Bedroom For Vacation Lovers! Free Parking! & Free WiFi!!
Luxury One Bedroom for Vacation Lovers at 35th floor! Free Parking & WIFI!! 1 block to Waikiki Beach!Perfect location! Only 1 block from the world-famous Waikiki Beach. Easy walk to restaurants, shops, Kapiolani park. Conveniently located near bus lines.This unit is in...
Centrally Located Beach Front Oasis-Newly Remodeled-New Photos coming Soon!
This perfectly located beachfront property boasts over two miles of uninterrupted, sandy shoreline. Sugar Beach Resort #209 is nestled in a quiet community with many opportunities to make memorable moments. This central location and close proximity to main roads invite...
Stunning Ocean Views from Both Bedrooms - Kealia Resort 304 - Beachfront Gem!
KEALIA RESORT, #304Welcome to Kealia Resort #304, a beautifully appointed third-floor oceanfront condo offering stunning views of Ma‘alaea Bay and beyond. With a spacious layout, modern comforts, and direct access to Sugar Beach — Maui’s longest stretch of sand — this...
Peaceful ocean views, close to Maui's top beaches
Noelani 114 is a Studio condo located on the first floor featuring amenities such as panoramic ocean views, a private lanai, and air conditioning. The condo can accommodate up to 2 guests with a queen-size bed. The spacious main living area includes Hawaiian-themed...
⛰Ocean & Diamond Head Views 8th floor with Balcony WAIKIKI GRAND HOTEL®
Legally permitted short term rentalâ›°134 Kapahulu Ave 811â›°âš•For your health and safetyâš• we utilize additional Sterilization procedures between reservations.Gorgeous Balcony Suite with Incredible Views, in a Prime location.My place is close to Waikiki Beach and overlooks...
Plantation Hale K10 by Destination Kauai - A/C, Mountain Views, Near Coconut Marketplace
E Komo Mai, Welcome to Plantation Hale K10!1-bedroom/1-bathroom second floor condo is located just 15 minutes from Lihue Airport in the lovely town of Kapaa. Enjoy mountain views and swaying palms from your private lanai. The bedroom has a king sized bed, a flat screen...
E2: 1 bedroom, 1st floor, oceanfront
Oceanfront! Spectacular ocean and lighthouse views from each room! Updated -- New travertine tile flooring throughout entire unit. New granite countertops in kitchen and vanity areas. New dining and living room sets. HD flat screen and high end Simmons mattress. Lounge...
Wailea Ekahi 46F Spacious 2 bedroom 2 Bath Condo in Wailea
Wailea Ekahi - Beautiful Garden and Ocean Views from this comforting unit! Nice 2 bedroom, 2 bath condo over looking the top pool area. Take pathways through the open garden that leads to the oceanfront pavilion and long pleasurable strolls on the beach of Keawakapu....
Casa De Emdeko Condo w/ Pool A/C & Ocean Views
Summary:Casa De Emdeko is a great place to stay on the Big Island of Hawaii. This 1 bedroom/1 bathroom home can accommodate up to 3 guests. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Welcome to Casa De Emdeko! Built in 1969, this...
Turtle Bay Sea Breeze Condo by RedAwning
Affordable, comfortable second story 1 bedroom + loft and 2 bathroom condo.Nice ceramic tile in the entry, bath, and fully equipped kitchen. Carpet inthe living room, bedroom, and loft (September 2019), with spiral staircase.A/C in the bedroom only. Free WiFi. Interior...
Super Homey & Comfortable Townhouse - Walk to Shops/Dining/Great Beaches
Puamana 21D is a cute and cozy townhome right in the heart of all that Princeville has to offer! Your private, cottage-style retreat has a lofted master suite upstairs, a downstairs bedroom that can function as a remote office or kids' bedroom, a warm and inviting...
Oceanfront Condo 🌅 Large Wrap-Around Lanai Almost Hanging Over The Ocean! 🐳 Hale Kona Kai 413
Full Renovation Completed in October of 2024! Enjoy true comfort and class in this absolute oceanfront condo with large wrap-around lanai, providing a generous outdoor space and expansive ocean view. A stunning walk-in shower with custom tile work, open kitchen design...
Beautiful Mountain View Corner/End Unit 1Bed/1Bath at Waikiki Banyan #2513-T2
Aloha and welcome to your beautiful new home-away-from-home with enchanting views of the Ko'olau mountains and Ala Wai golf course.This 25th floor unit of the Waikiki Banyan is fully furnished with one king size bed, one sofa bed in the living room, dining table with...
#11 Beautiful Ocean View, | 0 Bed, 1 Bath
This studio unit is on the ocean side of the complex and features beautiful ocean views. King Bed in sleeping area as well as a pullout sleeper sofa....allowing for an occupancy of up to 4 guests.Unit comes fully furnished with linens, towels, beach towels, shower...
Vacation condo with grill, AC, pools & hot tub - near beaches
Maui Kamaole M107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Ilikai Hotel, Amazing Ocean views! Most desirable location in Ilikai!
Look no further, you've found PARADISE!! Located in the most DESIRABLE spot within the Ilikai Hotel, this corner 2-bedroom condo has the best views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon & Ala Wai Yacht Harbor. This spacious condo has 1000 sq ft of...
Private and Quiet, Luxury Family-Friendly unit in Fairways at Mauna Lani
FAMILY FRIENDLY: Easy access from Lanai to the Fairways pool and fitness centers. Viking BBQ in downstairs Lanai. 4 small appliances and 7 major household appliances. Our townhouse villa has the warm feel of home, (the owners absolutely love the Big Island!) and...