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.
Perch - Luana Kai Loft: Captivating Modern 2-Bedroom for a Dream Vacation
Enjoy this updated loft suite with modern ocean vibe! We enjoy walking with our daughters to the beach just 300 ft away to spot sea turtles, find shells and coral, paddle board, or just relax. We also love the rich amenities by Luana Kai, including a heated swimming...
🌴Nalu Lani, Located in the Waikoloa Resort | FREE Golf Package | AC | Spacious Lanai 🌴
Enjoy a FREE round of golf at the Waikoloa Beach Resort Golf Course when you stay 5+ nights!Vista Waikoloa B202 Stay in the heart of Hawaii Island's most active resort in this spacious and elegant two-bedroom condo. Vista Waikoloa is a gated community within Waikoloa...
Westin Kāʻanapali, 2 Bedroom Villa
The bedroom lockoff villa has 2 king beds, 2 bathrooms, full kitchen, dining area, 2 sofa beds, and washer and dryerStep up to a Ka'anapali vacation and embrace a welcoming abundance of resort amenities at The Westin Ka'anapali Ocean Resort Villas . While you can enjoy...
Island Style Studio Near the Shore!
This studio is less than 100yards from the beach. Island style furnishing this the the perfect space for a couple or a small family to stay. Includes parking, which is first come first serve. Nearby the zoo and shops this is a comfortable getaway when visiting...
Secluded off-grid Retreat in enchanting Kurtistown with WiFi
Escape to a peaceful, off-grid getaway at the end of a scenic two-mile dirt road. This cozy one-bedroom rental is designed for comfort and simplicity, featuring a screened-in living room and fully equipped screened-in kitchen — perfect for enjoying fresh air and...
Marriott's Kaua‘i Lagoons | Three-Bedroom Villa
Summary:Escape to paradise at Marriott's Kauai Lagoons - Kalanipu'u, a luxurious condominium resort in Lihue, Hawaii. Nestled amidst lush landscapes and offering direct beach access, this resort is perfect for families and couples. Enjoy stunning oceanfront views, relax...
Mauna Lani Point | E205
Discover the epitome of relaxation at Mauna Lani Point E205, a stunning second-floor vacation rental that offers breathtaking ocean views. Nestled within the exclusive oceanfront condominium community of Mauna Lani, this two-bedroom, two-and-a-half-bathroom townhome...
Kealoha Tropical Beach Villa: North Shore Surf Spot Retreat w/ Hot Tub & Views
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Aloha and welcome to Kealoha Tropical Beach...
Ultimate Oahu Getaway! 2 Great Units, Beachfront, Spa, 3 Restaurants, Pool
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Kahaki Hale: Updated 1BR Condo w/ Modern Design & Style Near Poipu Beach
Discover a hidden gem in the heart of Kapaa, HI—Kahaki Hale by Gather, a charming one-bedroom, one-bathroom condo that comfortably accommodates up to four guests. Designed for travelers seeking an intimate and stylish retreat, this thoughtfully appointed property is...
Perfect Maui Getaway W/Beach Access and Pool! Wifi, and two beds.
Discover the beauty of Lahaina from this charming condo. The cozy bedroom features a queen bed, perfect for a soothing night's sleep. In addition to the bedroom, there is a lovely living room with 1 Murphy beds for extra guests. This superb property also includes a...
Menehune Shores #311: Captivating Ocean Front views at Beach Front Resort
Gorgeous Ocean Front views! This one-bedroom condo has spectacular Ocean Front views that are visible from most of the condo. Enjoy waking up with fabulous views of the ocean from the master bedroom. The fully-equipped kitchen has everything you need to create your...
Lahaina Shores Maui Dream Oceanfront Ocean Views
Your Maui Dream Awaits! Oceanfront Condo in LahainaImagine waking up to the gentle rhythm of the waves, stepping onto your private lanai, and being greeted by breathtaking, unobstructed views of the Pacific Ocean. This isn't just a dream – it's your next vacation at...
3-bedroom townhome in peaceful Ewa Beach with AC
Enjoy a peaceful stay at this charming 3-bedroom townhome in Ewa Beach. This terrific property features 2 queen beds, 1 twin bed, and a cozy office space with a futon. With amenities like AC, iron, and a hair dryer, guests can relax and escape close to the ocean in this...
Mesmerizing sunset views from your private lanai
Welcome to Valley Isle 402, a charming 1-bedroom, 1-bathroom condo offering oceanfront views on your private lanai and ceiling fans throughout, as there is no A/C. There are elevators at this resort for easy access. Unit 402 comfortably sleeps up to 4 guests. The...
Condo with amazing views of Hanalei Bay - tropical paradise found
Hanalei Bay Resort 9204 five sixOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 9204/5/6 is one of the few three-bedroom condos available at the resort. Perfect...
Bali Hai 2BR All amenities included!!
Nestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa or use the resort as a basecamp for your many Hawaiian adventures.Guests...
Kauhale Makai 510 - Ocean and Mountain view 1 bedroom
Book with us and come to Maui to explore everything we have to offer!Simply amazing 1-bedroom suite with the most gorgeous ocean views. Relax on your balcony with the cool ocean breezes while whales breach in the background. Listen to the waves roll in while you drift...
Spacious Historic Inn. Serene base to explore Maui
BBMPT20200001 This soulful place is a rare gem in Upcountry Maui — a setting that inspires meaningful memories and togetherness. It’s the perfect starting point for shared island-wide adventures. Nestled beneath the island’s largest Norfolk pine, with four...
2BR Condo in The Cliffs
Discover Coastal Bliss at Pismo BeachNestled on a cliff overlooking the Pacific Ocean, our hotel offers a serene escape with inviting accommodations, and delectable coastal cuisine. Enjoy breathtaking views, world-class hiking, championship golf, and nearby...
Kolu Honu – Stunning Beachfront Condo for 2!
Summary:You’re so close to making the Hawaiian vacation of your dreams a reality, and at Kolu Honu, all the enchantment of the islands comes to life, beckoning you to a truly magical experience!The Space:You're just moments away from making the Hawaiian getaway of...
Fantastic Oceanview Studio Condo - Complete Beautiful Remodel Unit 368
Consider this condo your home away from home while you visit Kailua-Kona. This cozy space offers a fantastic ocean view and serene atmosphere, perfect for unwinding after a day of exploring. With a living room featuring a comfortable queen bed, and comfortable love seat...
Beautiful Ali'i Lani condo-Full use
Welcome to your idyllic escape in the heart of Kona, located on the stunning Big Island of Hawaii. Nestled within the vibrant Alii Drive, our inviting condo is perfectly situated for an unforgettable tropical getaway. Immerse yourself in the beauty of Kona, where...
Just Steps Away From Magic Sands Beach...
Just steps away from an amazing turquoise beach, this delightful condo offers couples a serene, romantic retreat. With 1 bedroom featuring a cozy king bed, a bathroom equipped with a refreshing shower and hair dryer, and convenient amenities like WiFi and AC, this...
Prime oceanfront 2 bedroom condo w/huge wrap around lanai
Welcome to Royal Kahana 210. This 1400 sqft, 2 bedroom, 2.5 bath condo features a massive wrap around lanai with unobstructed oceanfront views of the encompassing islands of Molokai & Lanai. Admire seasonal whale watching, sailboats, sea turtles, and sunsets from this...
Kona Bali Kai#164:Stunning Remodeled Studio with Ocean Views: Walk to Beach!
Discover the perfect blend of island living in this gorgeous fully remodeled studio unit at Kona Bali Kai with Ocean views located on the desirable ground floor. This beautiful unit offers just what you need for your Vacation: Ocean Views, Beautiful Furnishings, Very...
Alohana Executive Centre 1120 in the Heart of Downtown Honolulu
Alohana Executive Centre 1120 in the Heart of Downtown HonoluluWithin walking distance of the State Capitol, government offices, the city's financial district and Hawaii Pacific University. This combination makes the suite a perfect choice for both business travelers...
🏖️BEAUTIFULLY UPDATED | AC | Concierge Included | vrKCV
vrKCV - Kona Isle B25, Professionally Managed by Kona Coast VacationsWelcome to Kona Isle B25 – Your Hawaiian Dream Vacation Awaits!Aloha and welcome to Kona Isle B25, a beautifully appointed vacation condo nestled along the captivating Kona coast. This charming...
Steps to Waikiki Beach- STUDIO!
Feel the island’s Aloha in this Cozy and Stylish Studio! Steps from Waikiki beach, shopping. dining and sightseeing....fully furnished to every detail to make your stay comfortable.LOCATION!!! You are only steps away from the world famous Waikiki Beach!The spaceOur...
Makena Surf | A204 | Beachfront Resort
Makena Surf A204 is a luxurious oceanfront residence offering a serene Hawaiian retreat. This spacious 1,600 square foot condo, located on the second floor, boasts breathtaking ocean views and direct access to the pristine Po'olenalena Beach. The open-concept layout...
Royal Sea Cliff Kona 210 Oceanfront 2 Bedroom
- 2nd floor condo located on north side of building close to elevator and parking- Private covered balcony and open sundeck- Tile floors throughout- Renovated kitchen with new cabinets and countertops features stovetop, oven, refrigerator, microwave, dishwasher,...
Kapalua Golf Villa 16T5 Gold Fairway 1 Bedroom
- 1st floor villa with 2 stairs between parking in front of condo and front door- Updated open kitchen with granite counters includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware and unique chef’s table counter- Oversized lanai...
Wyndham Waikiki Beach Walk - June 5-12, 2022 available
Situated in Waikiki, the Wyndham Beach Walk is located one block from Waikiki Beach, 1/2 block from the main strip (Kalakaua Ave) and surrounding by shops. You will be staying in a 1-bedroom lower level deluxe suite. The timeshare has a front desk, pool, exercise room...
Beachfront Home for 7 in North Shore
Discover paradise in this beachfront haven. With private access to the famous Sunset beach, this idyllic location is located directly in front of the popular surf spot, Rocky Point. Lounge comfortably on the spacious private balcony and listen to the lapping waves while...
LS 306 Dream Maui Studio by the Beach Pool Hot Tub
Lahaina Shores 306 NEW LISTING Lahaina Shores 306 Cozy Remodeled Studio in Oceanfront Boutique Resort with Scenic Mountain Views! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal),...
Waikiki Shore 202 Oceanfront 2 Bedroom
Unwind in this spacious oceanfront retreat, featuring two bedrooms, two full baths, and stunning views of Waikiki Beach. Set in the only condominium on Waikiki Beach, it’s the perfect spot for relaxing, reconnecting, and soaking in the beauty of the island.Unit 202...
Kapalua Bay Villa 29G2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa accessible by 13 stairs down from parking lot- Travertine floors throughout- Updated kitchen with granite counters and stainless steel appliances includes – fridge with ice maker, stove/oven, microwave, dishwasher,...
1BR-Beautiful Ground Floor, Ocean View, Mauna Lani Resort
Gorgeous, completely renovated oceanfront condo in a prime location at the Mauna Lani Resort. This newly furnished one bedroom offers a spacious living room and private patio overlooking historic fishponds and the crashing waves of the Pacific Ocean, creating a luxury...
Let's Do Sunset On Maui! Discounts Available Now!
Welcome to your dream condo centrally located in the heart of Kihei, Maui! This beautifully updated ground-floor unit offers easy access and the perfect combination of comfort and style. Located just a 1 minute walk from white sandy beaches, stunning sunsets, and...
Simple Studio 1 block from Beach
This is the perfect choice for a romantic getaway or small family vacation in Waikiki. This studio is the ideal base for all your beachside adventures. Whether you`re looking to swim, surf, or simply soak up the sun, you`ll have easy access to everything you need.Common...
Aston Kaanapali Shores #352: 2 Br Garden View at Ocean Front Resort
This 3rd-floor corner N. Kaanapali vacation rental is full of sunlight and space. This condo features a large L-shaped couch in the living room which is perfect for the entire family to sit back together and enjoy some entertainment on the flat-screened television. The...
Marriott Kauai Beach Club 1 bed 2 bath Villa, Family Friendly Oceanfront Resort
Please enjoy a seven-night stay with a Friday, Saturday, or Sunday check-in.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Please choose a Friday through Sunday check-in, seven-night stay....
Aston Papakea L206 - Two bedroom Ocean Front condo
Aston Papakea L206 - Two bedroom Ocean Front condo overlooking the Pacific Ocean with views of the islands of Moloka'i and Lana'i in the distance. The ocean front view is the highlight of this condo, and it is a view that will keep you wanting to return. This remodeled...
Awesome Ocean View Studio 34th Floor Near Everything in Waikiki !
The view is awesome from this newly remodeled, spacious studio condo on the 34th Floor of the Hawaiian Monarch, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to enjoy your vacation in fabulous Waikiki Beach. In this...
Ocean View! Marriott Ko Olina Beach Club - On The Beach- Family Friendly
Come experience Hawaii at this premium level Marriott Resort in Oahu. With luxurious amenities and great family entertainment, your family won't want to leave.This property has everything you need for a tropical vacation. There is a lagoon style family pool with...
Kuhio Shores Unit 114 Oceanfront 2 Bedroom 2 Bath
Kuhio Shores is located at 5050 Lawai Road, Poipu 96756 Unit 114- No front desk on property. Please call 808-742-6411 1 week after making your reservation for check-in instructions.- Complimentary on-site parking for one vehicle; please register vehicle with Association...
Hidden Oasis: Studio 1 block from the beach /w pkg
Experience island living at its finest! Walk to stunning ocean sunsets, watch surfers from cliff tops, and easily access both Waikiki nightlife and local hangouts. This unit is steps from Queens Beach & Kapiolani Park. Comfortable and walkable, it offers a queen bed,...
2 Bedroom Lockoff Villa at Westin Princeville Ocean Resort Villas
Spread out with the whole family in this spacious two-bedroom suite.Set on pristine waterfront with the towering, verdant backdrop of Kauai’s Hanalei National Wildlife Refuge as a backdrop, Princeville puts wild shores and staggering mountains at your fingertips....
Kona Paradise Apartment with Pool
Escape to paradise in this charming one-bedroom apartment on the beautiful island of Hawaii! Located minutes from beaches, shopping, and entertainment, this cozy retreat is perfect for two. The bedroom has a comfortable queen bed and plenty of closet space, while the...
Kamaole Sands Kihei: Near Beach, King Bed, Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...