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.
5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access
Hale O Ke Akamai is Hawaiian for "House of Art" which is evident when stepping inside. Be sure to view video located at the end of photos (slide #3). Private single-level 4 bedroom home with AC provides the Aloha spirit in the beautiful and tranquil setting of Kiahuna...
Garden View Room - Oceanfront Hilo Beach House Inn
Welcome to the Hilo Beach House - A Unique Boutique Inn located in the quiet tropical oceanfront setting of Onekahakaha Beach Park. Stay at this upscale 4 room Inn. Rest, Relax, and Rejuvenate at this Tropical Oceanfront Retreat.If the Garden view Plumeria Room is...
Gorgeous Kiahuna unit - fully remodeled Fall 2022!!
Open, airy and perfect location. You will feel like you're in the jungle with the floor to ceiling cathedral windows in the open living and dining room/kitchen. End unit with no one above or below you! Two floors with living and eating space upstairs and bedrooms on...
Kalo Homes - Seaside Bliss
Welcome to Seaside Bliss, a luxurious vacation retreat nestled in the serene Makaha Valley. Discover your private oasis, just minutes from some of the world’s most breathtaking beaches. Hike scenic trails, tee off at nearby golf courses, or simply bask in the warm...
North Shore Oceanfront Condo w/Shared Pool, Tennis, Free WiFi, Private W/D
Puu Poa 105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'It’s easy to find your bliss at this newly remodeled, ground-floor oceanfront escape (two flights of stairs down to get...
3982 Kalakaua 3Br 2Ba Beautiful Princeville Home
Raise your vibes and take in the natural beauty and gorgeous architecture of this Island Style Home, built by a master carpenter.This spacious property is located in a peaceful cul-de-sac near Queen's Bath, Hanalei Bay, and the forthcoming world-class wellness resort...
Kona Reef Beachfront / Top Floor / Air Con / Free WiFi / Walk to Town
You're gonna love your Kona Reef Beachfront getaway. Imagine the big smile on your face when you walk through the door of this freshly renovated, top-floor, jewel of a condo... a place you get to call your Kailua-Kona "home" away from home. What's not to love? You can...
Stunning BEACHFRONT Luxury Makena Escape; Freshly Fully Remodeled 2023
No other condo on Maui can beat this beachfront location and upscale modernity mixed with Hawaiian beachfront chic. Full remodel finished in December 2023.Located in the oceanfront B Building, the entire unit faces outwards over the Pacific Ocean through a fifteen foot...
Mauna Kea - Waiulaula Condo - Stunning Sunset and Sunrise Views - Close to Pool
**Mauna Kea will complete their new gym, pool, and spa by October 2025. Existing pool will have some upgrades. An exceptional lifestyle within the coveted Wai’ula’ula community at the legendary Mauna Kea Resort. This beautifully furnished Wai’ula’ula E201 is an...
Westin Kāʻanapali Ocean Resort Villas North, Island view 1 Bedroom Premium Villa
Sleeps four adults comfortably. In addition, it features these amenities:Master bedroom with king-sized Westin Heavenly® Bed and flat-panel TVWestin Heavenly® Bath with large shower, separate whirlpool tub and two vanitiesLiving area with sofa bedFlat-panel TV, DVD...
Enjoy Water's Edge Hale
The Kona Reef Vacation Complex. Although the complex is elevator equipped, this unit is on the ground floor and requires 5 steps down from the parking lot to access the unit. From your sliding glass door, it's only a few steps to the ocean. Resting or enjoying happy...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, 6th Floor Ocean AND West Maui Mountain Views
This tandem package combines one of our very best two-bedroom deluxe oceanview corner suites with a neighboring one-bedroom suite. Enjoy stunning 6th-floor ocean views in addition to views of the majestic West Maui Mountains. The two-bedroom suite offers superb ocean...
New! Kona Reef Resort Oceanfront 🌊 2 Bdrm, 2 Bath D-11 🏖 Right on the Ocean!
Wonderful Ocean Views Throughout your Spectacular 2 Bedroom, 2 Bath Condo! When you are dreaming about your much deserved Hawaii Oceanfront Getaway, this condo will exceed your expectations!Your ocean view lanai (balcony) is ready for you to dine, read, rest and enjoy...
Spectacular Oceanfront, 270 Degree Views, Amazing Sunsets & Sea Life, Mahana1011
You will love the spectacular views from this beautiful luxury two bedroom, tenth floor, oceanfront condominium which overlooks Maui's beautiful Kaanapali Beach. It is bright and spacious with a 270 degree wrap around view of Kaanapali Beach, the pool and the...
Remodeled Oceanfront I Royal Mauian 509
Welcome to your perfect Maui getaway at Royal Mauian Unit 509! This beautifully designed, fully remodeled 1-bedroom, 1-bathroom oceanfront condo is located in the vibrant Kihei area, just steps from the stunning beaches and local attractions. Ideal for couples or solo...
3982 Kalakaua 4br 3ba Home in Princeville
Raise your vibes and take in the natural beauty and gorgeous architecture of this Island Style Home, built by a master carpenter. This spacious property is located in a peaceful cul-de-sac near Queen's Bath, Hanalei Bay, and the forthcoming world-class wellness resort...
Fairway Villa 120A: Charming w/ Shared Pool, AC, Golf Cart & Lanai Ocean Views
BREATHTAKING VIEWS - This corner VILLA features 2700 sq. ft. of interior living space and another 500 sq.ft. of covered lanai that boasts unhindered views of the 15th hole Jack Nicklaus Signature Golf Course and OCEAN. The villa comes with your own two golf carts to...
The Onion House "Architecture so full of life it seems to breathe"
PLEASE READ COMPLETELY PRIOR TO BOOKING REQUEST:Created for the McCormick Spice family, the Onion House is a unique architectural treasure with stunning visual aesthetics. It has been featured on MTV, Travel Channel, Learning Channel, Fine Living Channel, HGTV, Global...
Discover Paradise at Lagoon Tower by Hilton Grand Vacations – 2 Bedroom Oasis
Located within the iconic Hilton Hawaiian Village® Waikiki Beach Resort, the Lagoon Tower is your gateway to a vibrant tropical escape filled with unforgettable family fun, breathtaking views, and endless relaxation. Just steps from the legendary Waikiki Beach, this is...
Private Handcrafted Cottage, Walk to Secluded Beach, Hot Tub, Tandem Kayak, WiFi
"Twin Hearts", a Kauai North Shore vacation rental homestay cottage, is a wonderful private one bedroom, one bath handcrafted rental accommodation located at the ocean end of our 7.6 acre Kauai North Shore estate and farm parcel. The handcrafted cottage features tons of...
Beachfront Hanalei Bay Villa with Mountain Views
A charming beachfront oasis on the famous Hanalei Bay, this beautiful traditional home offers four bedrooms and four bathrooms with ample living space inside and out. With breathtaking views of Hanalei Bay ringed by emerald mountains and pristine waterfalls, this home...
Unique, Top of the Line Ocean View in Makaha
Locally owned and operated. Newly renovated with upcycled local accents and eco friendly products. All new premium wood cabinets combine with one of a kind solid cement coulter tops, stainless steel appliances, and mango wood shelving in the kitchen. A premium sofa...
Quiet get-away in Lush Tropical Setting- 5 min walk to snorkeling beach!
Experience spinner dolphins, sea turtles, hump-back whales (in winter), manta rays, amazing fish and coral reefs at pristine Kealakekua Bay, a protected marine sanctuary.Enjoy glorious sunsets through the palm fronds from the lanai or walk a few steps to the bay for...
Romance on top of the ocean-Amazing View-Large Lanai comfy daybed-Cold AC
~Book Honu Hideaway today and Fall in LOVE with this piece of PARADISE! You won't be sorry when you step into this one of a kind unique vacation rental sitting only 10 FT from the water's edge! 210 Welcomes you with so much ALOHA....Some of the many owner-supplied...
Fabulous Beachfront Property - Ground Floor Corner Unit Steps to the Beach!
This is the condo you've been waiting for! Location, location, location! Just steps away from a spectacular five mile stretch of white sandy beach, oceanfront heated saltwater pool, jacuzzi, indoor sauna and the inviting BBQ grill area.Recently updated with beautiful...
Kiahuna Plantation Resort 213 Ocean View 2 BD 2 BA
With breathtaking ocean views and a relaxed island feel, this two-bedroom condo offers plenty of space to unwind. Located near Kauai’s most beloved beach, it’s perfect for group getaways.- Two-level condo in building 34 with bedrooms & bathrooms downstairs and...
NEW! Tropical Oceanfront Piece of Paradise, Every Room with Ocean Views and A/C!
NEW ON THE MARKET! QUIET and PEACEFUL on the edge of a bluff overlooking the Pacific. Soak up the unspoiled ocean air and magnificent breathtaking blue water horizon, ultimate beauty and peace. And from each room observe the most magical colors of sunset over ocean...
Ocean front 180° Ocean Views! Kapalua Bay Villa 22G2!! Quam Properties Hawaii
Experience the epitome of island luxury at Kapalua Bay Villa 22G2, a ground-level retreat offering sweeping 180° ocean views and effortless indoor-outdoor living. This spacious two-bedroom, three-bathroom villa welcomes you with an open floor plan and expansive lanais...
Mauna Lani Point | E101
This ground floor two-bedroom vacation condo provides a close proximity to the ocean along with added privacy that you are looking for. Because Mauna Lani Point E101 is a corner unit, you can relax with extra comfort on your lanai with wrap-around tropical gardens and...
Oceanfront well-stocked home 20 ft from the ocean to relax and recharge
E komo mai! This beautiful Pikake unit is located in West Maui close to many amenities and beaches. We recently purchased this unit because of the many happy memories we have built with our family here. We hope you will create memorable experiences there as well!This...
Kauai Hale Luana Affordable 4BR Mountain View House
Beautiful two story 2,300 square foot vacation home with mountain views and cathedral ceilings. Hale Luana (house of relaxation) is a very comfortable and relaxing home located in Princeville on the North Shore of Kauai. (Maximum Occupancy is 8 guests and that factors...
Rainbow Inn. Pearl Harbor View. Great for a quiet get away or bring family.
House, 1 Bedroom + Convertible bed, kid zone with 2 twin beds, 1 Bath, (Sleeps 2-5) Double Occupancy Rate***** Private - Picturesque - Peaceful - Free WiFi - Free Parking, no resort fees!Panoramic views of Pearl Harbor, valley, ocean, and mountains with magnificent...
Maui Resort Rentals: The Whaler 1015 - Gorgeously Remodeled 10th Floor Interior Courtyard Studio, Spectacular Ocean and Mountain Views!
Boasting breathtaking ocean views in addition to lush vistas of the West Maui Mountains, this luxurious 10th-floor interior courtyard residence is one of the finest studio suites on offer at the acclaimed Whaler Resort. Its fully remodeled interior features several...
Nature Lover's Dream Hawai'i
Aloha and welcome to my precious gem of a home on the Big Island of Hawaii. Its 7 private acres have sweeping views of the ocean, sunset, and moonset and sits perched above the sacred Kealakekua Bay, where wild spinner dolphins love to frequent. Nature is vibrant and...
The Hula Moon Villa: Luxury Ocean View Penthouse - Best Value in Kolea!
OCEAN VIEW PENTHOUSE WITH DIRECT BEACH ACCESS!OUR HULA MOON VILLA IS LOCATED IN KOLEA, A PRESTIGIOUS BEACHFRONT COMMUNITY IN WAIKOLOA BEACH RESORT. Like a scene right out of a postcard, the luxurious Kolea resort is nestled on the shores of idyllic Anaeho’omalu Bay...
Polo Beach Club #602: 2 BR Condo with Stunning Views
Polo Beach #602Welcome to Polo Beach #602, a beautifully remodeled oceanfront condo located at the prestigious Polo Beach Club in Wailea. Perched on the sixth floor, this spacious two-bedroom, two-bathroom retreat offers stunning panoramic views of the Pacific Ocean and...
Remodeled 1 BR Garden View Maui Kamaole Condo - Short Walk to Beach
Our ground floor unit is located in the Melia "M" Cluster, and is among the newest and most private buildings in the Maui Kamaole complex. We extensively remodeled our condominium, including - new tile floors throughout; new tiled, walk-in showers; new cabinets/vanities...
Private Ocean View Cottage Overlooking Wailea
Couples find the privacy and space they dream of in our 1-bedroom ocean view cottage set on a hillside in sunny south Maui. Our cottage offers a fully equipped kitchen, living room, dining room and travertine bathroom. You car stays protected from the sun in your own...
M.Vista Bldg. 2-Immaculate Updated Quiet Classy- across from Charley Young Beach
Located in prime S. Kihei in highly desirable Maui Vista Bldg. #2 (Quiet, no traffic noise), up on 3rd floor (no car headlights). Directly across from famous Charley Young Beach. Condo is posh, remodeled a few yrs. ago with decorator paint, Granite counters, Rainfall...
Best Location! Beachy 3 BR Home, 4 miles to Ho'okipa, Permit #STPH2015/0006
Maui Permit STPH2015/0006 - 3 bedroom, 1 bath, (sleeps 2-5) fully equipped & renovated kitchen, FREE HIGH SPEED WIFI, new appliances, dishwasher, coffee maker, toaster, blender, washer/dryer (not shared), Bedroom 1 = Queen Bed, Bedroom 2 = Queen Bed, Bedroom 3 = twin...
Rainbow Retreat
*MOLOKAI - NOT MAUI*Here at Rainbow Retreat, we take your comfort extremely seriously. From the Cozy Earth bamboo bedding (Oprah's favorite, 5 years running) to the quality furniture and design you will sink into and enjoy the quiet.Comfortable, minimalistic...
Kona Alii Condo with Ocean, Sunset, Mountain and Town Views
Located in the heart of Kailua Kona, this special retreat makes it easy to enjoy the day and night life of Kona town. With restaurants and shops within a few steps of the front door, it is also an ideal launching point for day trips to state and national parks, and the...
Large Island-Style Family Home with Wheelchair Accessibility
A beautiful 3 bedroom / 2 bath home, all on one floor, plus a sleeping loft; situated on the North Shore of Kaua'i in the town of Princeville. 2000 square feet living space plus a 200 sq. ft covered lanai. Ceiling fans are in all ground floor bedrooms, great room and...
Private tropical villa in Kona: Resort style heated pool, Hot tub & Ocean views
This lovely home sits on over half acre lot surrounded by palm trees, lush green lawns and tropical flowers with gorgeous views of the ocean. Resort style backyard with private pool with waterfall and a hot tub creates a relaxing oasis to enjoy at any time of the day or...
Private Pool | Central AC | Concierge Included | vrKCV
vrKCV - Holua Kai 11, Professionalyl Managed by Kona Coast VacationsCharming 3-Bedroom Home with Private Pool in Holua KaiExperience the essence of Hawaiiana charm and grace in this unique three-bedroom, plus bonus room, three-bathroom home, designed with open space...
Fully Renovated Condo located close to the beach!
Newly remodeled, and conveniently located, this 556 sq. ft. 1 bedroom, 1 bathroom condo villa offers privacy and modern comfort set in the heart of popular Kihei Town!This unit sleeps 2 guests on the comfortable king bed with built in wardrobe cabinetry and individual...
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!
OUR MAUI BEACH HOUSE... (Please read our Guest Comments to see how great this place is!) This is the perfect place for a family vacation and retreat!! And it is right on the beach! Many of our guests enjoy staying right on our property or on our beach -- no need to...
Alihi Lani 4: Full A/C - top floor Ocean Views! Upgraded throughout
ALIHI LANI. This small, six unit complex called a 'Real Gem' by the Ultimate Kauai Guidebook. Enjoy endless views from our oceanfront pool. The front landscaped area also has two gas grills and comfy lawn furniture. We are named 'Premier Hosts' by VRBO and won the Trip...
Hale Milo: Charming Garden Cottage in Sunny Poipu!
Country-cottage charm meets elevated-plantation panache in Hale Milo: this delightfully distinctive 2+BR/2.5BA home in Kukui'ula’s leafy Kaulu neighborhood. Lovely island-style details and pleasant surprises abound, from the expansive lanai overlooking a lush,...
LOVELY*Piece of Paradise in Beautiful South Maui!
GET 000-841-1136-01 TAT 000-841-1136-01*Kitchen and bathroom were remodeled in 2022.*As of February 2023 - Laundry Facilities at the complex are currently closed for renovations. This will likely be until August 2023* Please ask us where nearby Laundromat options are...