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.
Quaint and Attractive Maui Condo
Hawaii Tax ID: TA-185-511-9360-01TMK: 390200030090This ground floor Kihei Kai Nani 169 condo is only a short walk from Kamaole white sand beach and plenty of shopping and dining just waiting for you. On site you'll not only find a fresh water pool...
Aston Maui Kaanapali Villas C262: 1 Br Loft, 2 Ba on Kaanapali Beach Sleeps 4
Maui Ka’anapali Villas #C262: One bedroom 2 bath loft garden view on N. Kaanapali Beach with Pool and Beach AccessThe space:Luxuriate in the lush garden and pool views at this Hawaiian oasis in the serene Coconut building. This condo has been upgraded in ocean blue...
Island Sands Resort Condo w/ Free WiFi, Private W/D-Close to Beaches
Island Sands Resort 208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic...
Ocean Front @ Great Price-8th Floor- Listen to Ocean from the Master Bedroom
Stunning Ocean Front views in this condo on the ocean in Kahana. Recently updated (June 2018) to include new carpet, sofa sleeper, refrigerator and more! Lanai's are located off of the ocean front living room and master bedroom. The Valley Isle Resort is located just...
Ilikai Hotel - Stunning sunset views! Free WIFI, No Resort Fees!
1 Bedroom Standard Yacht Harbor View on the 11th Floor! The condo #1127 is located on the desirable yacht harbor side of the Ilikai Hotel. Offering great views of the tropical courtyard and the beautiful Hawaiian sunsets. The spacious condo has a full kitchen and is...
NR A2 Updated Napili Condo Close to Beaches Amazing Location Away From Crowds
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, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Stylish Aqua Palms Studio | Private Lanai | Pool
Enjoy gorgeous city and pool views from a private lanai (balcony) in this beautiful studio at the Aqua Palms. Located on Ala Moana Blvd a short walk to the sand, this home offers central ac, smart tv, wifi, and cable. The Aqua Palms building includes a plunge pool,...
Oceanfront Condo on Kaanapali Beach - Mahana 518
Ocean front on North Ka'anapali beach and located in the Lanai Tower. An ocean front bedroom allows for a greater view from this 5th floor Mahana condo. Tastefully furnished in a tropical green theme with all the amenities. The bedroom has a new 40 inch LED flat screen...
Garden View, Ground-Floor Condo w/ Lanai & Shared Hot Tub/Pool - Walk to Beach
Ke Nani Kai 155Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With views of the surrounding garden property from the living room, both bedrooms, and the private lanai, this...
Charming 1 Bdrm at Waikiki Banyan w/Free Pkg & Wifi
Alohana at Waikiki Banyan. This 17th floor, one bedroom condo at the Waikiki Banyan Tower 1 sleeps up to 4 people with 2 full size beds and 1 full size pull out sofa bed. The full kitchen is stocked with all basic cookware and appliances you need to enjoy home cooked...
Welcoming condo with outdoor pool, grills, split AC, patio, & beach access
Kihei Kai Nani 170Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your tropical escapade awaits at this ground-floor, family-friendly condo just 300 steps from Kamaole 11! If you're...
Private Oceanfront Getaway w/ Magnificent Views on the North Shore of Kauai!
Feel at home in paradise at this one-bedroom oceanview condo in Pali Ke Kua, where stunning mountain, sunset, and coastline views await. Nestled in the heart of Princeville, you’ll be just minutes from quaint eateries, local shopping, and world-famous outdoor...
Spacious 2 Bedroom Condo in Waikiki
Enjoy this legal vacation rental in Waikiki conveniently located on the west side of Waikiki. Just minutes away from the beach, convention center, restaurants and more! With two separate bedrooms and a full kitchen this is a perfect family vacation home.- 674 Square...
Maui Sunset Vacation Rentals B419
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Second floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private...
Ocean-View Condo w/ Pool in Maunaloa!
Walk to Beaches | Tennis Courts | Private LanaiLocated on the Western coast of Maunaloa, this 1-bedroom, 1-bath vacation rental condo places you in a perfect environment to connect with the serenity and natural beauty of the island. Enjoy the secluded Ke Nani Kai...
Renovated Waikiki Banyan Pool View, Free parking
Standard Condo with Mountain and Recreation Deck View, Free parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Just one block...
Hanalei Bay Resort 91234 By Parrish Kauai- Bay views with AC
One of the best locations on Kauai’s lush North Shore fronting the white sands of Hanalei Bay with amazing views of tropical sunsets, lush green mountains and the sparkling blue waters of the Pacific Ocean. These Kauai condos are located on over 22 acres of Hawaiian...
Hotel Molokai 202
Hotel Molokai 202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A sun-splashed getaway awaits at this sweet studio. Amenities at the Hotel Molokai include the popular Hiro's Ohana...
Ocean Views from Lanai, Living Room & Bedroom! Oceanfront Complex!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** If you are looking for a perfect getaway in paradise, Kauhale Makai 608 is it! The first thing you see when you arrive is a panoramic view of the ocean from this TOP Floor condo. Just sit back and take in...
Humble Hawaiian Monarch Studio | Pool + Gym
Cool, clean and spacious Waikiki studio in a great location at the Hawaiian Monarch. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is a secured building...
Kihei Haven at Village by the Sea, Steps to Beach!
For your next Hawaiian escape, reserve this stunning 1-bedroom, 1-bathroom Kihei vacation rental. Settled right on the beachfront with great views in one of the best central locations in Maui, this coastal condo ensures a genuinely relaxing retreat for all. Spend your...
Charming modern 2bd condo in West Maui
Nestled in the heart of Maui's captivating landscape, Kahana Manor 619 invites you to experience the perfect blend of comfort and scenic beauty. This charming 2-bedroom, 2-bathroom condo offers accommodations for up to 6 guests, located on the 6th floor, accessible by...
Volcano Rainforest Retreat with a Hot Tub
As you pull up to this grand cedar style home you are immediately greeted by a beautiful rainforest that feels calming and relaxing. The first room is located to the far right corner of the building. There are a few stairs leading to a small covered patio for you and...
Ocean-view condo on golf course with pool, tennis, pickleball & majestic vistas
Blue Horizon, Unit E107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Overlooking the Waikoloa Village Golf Course, this Waikoloa ocean-view condo is your ticket to beachside...
Kamaole Sands Unit 7-306 1 Br with Remodeled Kitchen & Bathroom, Sleeps 4
This comfortable spacious S. Kihei condo is located in building 7 conveniently located near the pool. The kitchen has been remodeled and features beautiful new cabinetry, crown moldings, granite countertops, a gorgeous tiled backsplash, and new fixtures. Enjoy your...
Second-Floor Oceanfront Getaway w/ Treetop Views & Free WiFi plus a Shared Pool
Kihei Kai 12Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Breathe in and experience the ultimate relaxation at this cozy, second-floor Kihei condo. Enjoy treetop views from your...
Downtown Kailua-Kona Escape: Steps to Ocean!
Primely located in the heart of downtown Kona, this breezy vacation rental delivers the ideal Big Island escape for couples or small families. This 1-bathroom studio features a kitchenette for quick meals, a Smart TV for movie nights, and a private balcony for endless...
Hale Momona - Charming Ground Floor Island Hideaway with Ocean Views!
You'll love the ocean views, charmingly updated interior, and accessible ground floor location of Hale Momona. The sliding glass doors and picture windows face the water, which means in addition to a nice ocean view, you'll catch the tradewinds and stay cool. During...
Bright, island retreat with ocean views, pool, & patio
Mahina Surf 104Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Oceanfront and filled with island vibes, this efficient condo has everything needed to make unforgettable memories and...
Grand Champions 12, great Wailea location!
Welcome to your serene Wailea retreat! This charming two-bedroom, two-bathroom vacation rental offers the perfect blend of comfort and convenience in a prime location.Step into your fully equipped kitchen, ready for all your culinary needs. The dining area comfortably...
Big home across the street from the beach, right at the golf course Pool/Spa/AC
Welcome to KonaHome Vacation, a family-owned business dedicated to providing you with exceptional services at the best prices. Thank you for supporting our local business and allowing us to be part of your vacation experience. For the best deals and discounts, please...
Island Condo With Stunning Ocean & Bali Hai Views!
***Lanai construction in neighboring building and renovations in unit 411 scheduled from 01.09.23 – 01.31.24***Enjoy the North Shores most desirable neighborhood enclaves at Pu'u Poa Condominiums. This island-style furnished private retreat is situated in the heart of...
Ground-floor, ocean-view getaway with furnished patio, pool, & grills
Mahina Surf 127Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Kick back and relax at this oceanview condo where you can open your sliding glass doors and welcome in the Hawaiian...
Ocean Views w/Lanai and Laundry-Kanaloa at Kona
Kanaloa #2401 is a spacious condo located at the entrance of historic Keauhou Bay. Enjoy your morning coffee and watch the outriggers paddle out. The soft breezes and sometimes evening showers make it a special place.It comes with A/C, washer/dryer, and ceiling fans....
Maui Sunset B-115 | Community Pool & Hot tub
You’ll be near both the beach and Waipuilani Park when you book your vacation at Maui Sunset B-115. Grab your beach towel and walk right down to the beautiful sand and surf. Your Maui Sunset community also offers a large pool, hot tub, tennis courts, shuffleboard, and...
Royal Kuhio 1710 - Spacious Studio w/ Stunning Ocean City Views in Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1710, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Maui Vista 1209: 1 Br w/Partial Ocean Views close to Kamaole Beach Park I
One-bedroom condo with a partial ocean view. This unit sleeps up to four people with a queen bed in the bedroom and a pull out sofa bed in the living room. The kitchen opens up to the dining and living areas creating a wide-open living space. The living room also...
Ground Floor Garden Villa–Halii Kai at Waikoloa 3C
Slip into chic tropical style in this 1,082sf ground floor suite fringing the fairway. Enjoy “at home” dining ease with the modern kitchen and grill on the furnished lanai. Touches include cool tile floors, AC, ceiling fans, washer/dryer, flat screens, DVD and WiFi....
2-Bedroom Vacation Rental in Waikiki
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
Kalama Terrace P102 Wonderful Unit with Excellent Location Close to it All
Book with us and come to Maui to explore everything we have to offer!This is a beautifully remodeled unit. You can escape into your air conditioned large 1 bedroom home that has very nice finishes and a large out door patio. Located near the "Triangle" famous for its...
Hawaiian Hideaway w/ Yard < 2 Miles to Hilo Bay!
Escape to the Big Island to experience true Hawaiian living and tropical comfort at this 3-bedroom, 2-bath Hilo vacation rental. Enjoy relaxing afternoons in the private backyard before walking to local restaurants like the famous Cafe 100. Or, spend your days tanning...
Keauhou Punahele | Private Lanai w/ Grill
Summary:This family friendly condo in Keauhou Punahele offers privacy and comfort. The Kona country club is less than a mile away so don't forget to reserve your tee-time. The Keauhou Bay Beach Park is half a mile away, great for snorkeling! You'll be nearby the Keauhou...
Live in luxury with Panoramic ocean views free Papaya and other fruits in season
Ultra clean 4extra large bedrooms all tile floors one full bathroom with shower tub combo shampoo and conditioner fresh extra large towels and Charmin ultra toilet paper small kitchen full size refrigerator electric stove and microwave new Maytag coin operated washer...
Idyllic Pahoa Paradise: Hike, Swim & Explore!
Discover where black-sand beaches meet lush tropical surroundings at this dreamy Pahoa vacation rental! Boasting 1 bedroom, 1 bathroom, and a secluded-yet-central location, this cabin has everything you need to embrace island living with ease. Adventure to Rainbow...
Hale Lani:Direct Oceanfront Massive Pool, Gated, Remodeled Beauty
Truly beautiful, Oceanfront 3 bedroom, 3 bathroom home with a HUGE pool and amazing views! This gorgeous home has some recent renovations, and sits on a large lot size with stunning tropical landscaping. The main level has 2 bedrooms, 2 bathrooms, with an open concept...
Valley Isle Resort- Ocean View Penthouse-lots of Whale Watching! 2 bed/2 Bath
Remodeled, very clean, with ocean views from this penthouse (12th floor) condo on the ocean in Kahana. Four guests maximum please. Enjoy ocean views on the lanai off of the living room and master bedroom. Watch your DVD's from home on the 46 inch flat screen TV with a...
#50, ‘Olu ‘Olu Condo | 1 Bed, 1 Bath
#50, ‘Olu ‘Olu Condo with full kitchenette, marble shower walk-in shower, private lanai, short walk to Punalu’u Black Sand BeachA peaceful Hawaiian retreat, teeming with breathtaking views of the ocean, and a 5-minute stroll from the world-famous Punalu’u...
1 Bedroom W/Kitchenette and A/C - Bamboo at Waikīkī #1003
Floor-to-ceiling glass sliders bring Waikīkī's sunshine and scenery into this 490-square-foot 10th Floor, 1 bedroom, 1-bathroom suite with lanai and open-concept living space. Sleep in style and comfort in two queen beds with impressive Bamboo headboards and a...
Golfers Fave! Lanai+Wet Bar, Kitchen, AC, WiFi, Flat Screen+Laundry–Kanaloa at Kona 502
Castle Kanaloa at Kona #502 - Why leave this stylish 1,850sf villa? To golf just outside the door! Perks include AC, ceiling fans, WiFi, washer/dryer, DVD, flat screen, work area, wet bar, and lanai off the living area and master. Prep meals in the open kitchen to share...
Budget Friendly Ground Floor Condo Across from Charley Young Beach
Hawaii Tax ID: TA-209-458-7904-01TMK: 390180030013Enjoy this ground floor one bedroom Maui Vista 1114 unit located in the first building of the Maui Vista property. Located right across the street from the very popular Charley Young beach park and only minutes away from...