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.
Gorgeous Ocean View! Steps to Beach! Centrally located, full kitchen & more!
Waikiki Shore #712 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sand of Waikiki Beach!You'll be mesmerized by the incredible ocean views from this beautiful Hawaiian feel contemporary. The open...
KBM Resorts| Honua Kai Hokulani HKH-714, Ocean Views, Beach Front Resort, Includes Rental Car!
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
UALANI RETREAT. Spacious Ocean/Mountain View Cottage.Private Tropical Sanctuary.
UALANI RETREAT Fully Licensed & Permitted Locally Owned & Operated B&B Permit # BBPH 2012/0002 SUP2 2012/0001Terrific Discounts Thru October. Enjoy your own PRIVATE DETACHED HOME at this lush tropical Hawaiian paradise. A refreshing place to nurture your spiritNicely...
Wow! Awesome Kailua Ocean View, Pool, and Convenient Too!
ALOHA AND WELCOME TO OUR PIECE OF PARADISE!Hale Luana (House to relax and idle away the hours) is located 3 miles above Kailua Kona and overlooks Kailua Bay and Kailua town. Maka Nui Tui ('Tui' as we like to refer to it) is our 3+ acre property ideally located 1100 feet...
Quiet Kiahuna plantation #88 , New Remodel with AC
Kiahuna plantation unit 88 in Building 16.You are very short walk away from a beach, actually 200 steps.On ground floor. Poipu beach is very near.Welcome to Kiahuna Plantation on the sunny south shore of Kauai! This newly remodeled 1 bedroom 1 bathroom Kiahuna...
Makahuena Condo #1-304 - Modern Oceanview 2 Bedroom Condo With Pool
Step into the breezy, island-inspired comfort of Makahuena 1-304, where stunning ocean views and the charm of Kauai’s southern shore await you. This beautifully updated two-story condo offers 1,113 square feet of living space and includes 2 bedrooms and 2.5...
Waterfalling Estate – Iconic Oceanfront Luxury on the Big Island
Waterfalling Estate is an oceanfront compound unlike any other on the Big Island. Nestled clifftop along the breathtaking Hamakua Coast, this hideaway boasts a private 85-foot waterfall, an Olympic pool featuring a two-story waterslide, spa, fully loaded custom gym,...
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
One of the finest studio units at Kepuhi Beach Resort, right on the ocean with no buildings or obstructions to your view and steps from the pool. Watch sunsets from the lanai and walk to the beach 200 feet away, walk to the pool 100 feet away and parking 50 feet away....
Paradise at The Shores at Waikoloa Beach - Includes Golf Package!
Approximately 18 miles from the Keahole Kona Airport on the Kohala Coast, surrounded by impressive lava fields and drenched in sunshine sits the Waikoloa Beach Resort. Rich in Hawaiian history and culture, come to experience the beauty of Ana’eho’o male Bay, the...
Beach Front Waimanalo - Licensed Rental: #1990/NUC-1689 - White Sand Beach!
This property is a licensed short-term vacation rental Non-Conforming Use Permit #1990/NUC-1689. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations, License # TA-059-395-6864-01. TMK 410040420000."Hale Pohaku" - Waimanalo is a...
North Shore Villa - Relaxed Luxury Retreat
Welcome to your peaceful retreat on Oahu's stunning North Shore, located in the desirable Kuilima East community. Nestled next to the luxurious Ritz-Carlton Oahu, Turtle Bay, and overlooking its world-renowned golf course, this charming vacation rental offers the...
Stunning Oceanfront Views, 2+bedrms, Beautifully Renovated Condo In Poipu, Kauai
Located on a picturesque lava bluff, our top floor condo offers privacy, cooling trade winds and panoramic ocean vistas which a camera can't begin to capture. Crashing waves, migrating whales and sunrise/sunset views are what you'll see as you relax on the lanai or in...
❤️PiH❤️ONE OCEAN OHANA★ Expansive Views★ Exclusive Oceanfront Grotto pool plus private pool & spa
Welcome to One Ocean Ohana!This spacious home is set in the One Ocean private luxury community. It features a private back yard overlooking the ocean, Kohala Mountain, Mauna Lani South golf course and Maui in the distance. The home features a private pool and spa but...
Ocean/Beach Front/Air Conditioned. Watch the whales from your private lanai.
The 180 degree unobstructed view from your lanai looks out to the Pacific Ocean and the islands of Lana'i and Moloka'i. From November to May you will be in awe as you watch the whales breaching in the bay out front. Maui's green turtles come to feed on the reef in the...
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Beautifully built and decorated luxury private cottage in a tropical garden with ultra-quiet split AC systems and ceiling fans in every room, whole house water filtration system, resort-style landscaping and lighting.Check out our VIDEO on YouTube MauiHome4Rent:...
Maui Resort Rentals: Honua Kai - 3 Full Bedrooms, Ground Floor, Steps to the Pools, Beach, BBQs!
This tandem package combines 2 neighboring ground-floor suites to create a 3 bedroom package that offers two large lawn areas with easy access to Honua Kai's pools, beach, and BBQ areas.These neighboring suites provide a perfect opportunity to gather, reconnect, and...
"E Komo Mai!" "Welcome and come in!"nn--Makaiwa Beach parking pass included--
Welcome to Naupaka @ Kulalani (located in Mauna Lani Resort)! This resort area abounds with beautiful beaches with easy access for swimming, snorkeling & scuba-diving; street paths for walking, running & biking; calming tropical foliage for relaxing and building special...
Custom 5 Bedroom Home with Pool and Spa
This 5 bedroom 4.5 bath Kukuiula vacation home provides everything you seek for your island vacation. Set within the Kukuiula neighborhood of Poipu and oriented to the distant ocean views and private park. This multi-level residence is within walking distance to the...
Cute Kihei Cottage - Large Outdoor Deck
Permit #STKM 2018/0006Located on the south side of Maui in a quiet neighborhood close to the beach & the best shave ice, this intimate, one bedroom cottage with split AC system awaits! Whether you decide to dance to vintage vinyl, try a new recipe, or play the ukulele,...
Gorgeous Ocean & Park Views! Full Kitchen! Steps to Beach!
Waikiki Shore #605 – 2161 Kalia Rd.NEW TO OUR INVENTORY! Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This 6th-floor beachfront studio is a favorite with return guests! You'll feel right at...
Spectacular, Modern, Coastal, Ocean Front Studio in Napili Shores A102
Newly Remodeled Luxury, Modern, Coastal vibe ocean front studio in Napili Shores (A102). Welcome to this gorgeous condo in Lahaina overlooking Lanai, Molokai and Napili Bay. This luxury modern studio features a living room with 1 king bed and 1 twin sofa bed, perfect...
Maui Resort Rentals: Luana Garden Villas 15C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious brand-new 3Bedroom/3Bath residence is conveniently set within Enclave Three of the Luana Garden Villas. As a premier elevated offering, Villa 15C is defined by its west-facing orientation. Its designation within our "Elevated" collection at Luana Garden...
Huge Ocean Views - Poipu - A/C - Pool - W/D - Fun
Experience exceptional Ocean views and sunsets from this extraordinary lanai. You can see dolphins, whales(seasonal), and natures beautiful colors while you're eating or relaxing. World class and family friendly beaches are just a short stroll away. Poipu is on Kauai's...
Top Floor, Ocean View Condo at Kuhio Shores
This spacious top floor, one-bedroom condominium in Kuhio Shores offers an open living, dining and kitchen area, well appointed bedroom with new pillow top mattress, bathroom and impressive lanai (covered deck for you non-islanders!). Enjoy gorgeous views of the ocean,...
Maui Sunset Vacation Rentals A516 ocean view
Top floor, best location of any 1 bedroom #A516Watch 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. New flooring throughout 2023. A516 is on the top floor ocean and...
Comfy studio in Heart of Waikiki! Quick walk to beach, close to Ala Moana!
Ilikai Marina #1195 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus 28-sqft lanai) is centrally air-conditioned, fully-furnished, and has stylish,...
Maui Resort Rentals: Marriott's Maui Ocean Club 2BR Mountain/Garden View Suite
Freshly Renovated 2 Bedroom Mountain/Garden View Suite at Marriott's Maui Ocean Club. When you can’t afford a mediocre Maui vacation. Family time is limited, make the most of your vacation time with an out of this world experience. Why pay for a small hotel room when...
Oceanfront Beach Condo-Amazing views
Upscale Remodelled higher floor unit: High end appliances -Large side x side Stainless steel fridge (with ice maker) Stove / Large HE Front load washer and dryer. Good Quality Serta Queen Mattress / Patio furniture (high patio chairs and table to enjoy the view) New...
Very Comfortable Kamaole Sands Condo in Kihei
Please check out my comfortable quiet (end unit, Building #5 2nd floor) 1 bedroom condo 2 baths (818 sq ft) with views of the pool, partial ocean view, remodeled kitchen and bathrooms, recently painted, new carpets and conveniently located to everything you need, the...
Brand New Everything! Prime Dates Available in Kaanapali Resort Studio !!
Come stay in our completely updated Studio!! Designed with a sophisticated modern and serene palate perfect for couples, no expense was spared in creating a tranquil oasis to enjoy your Maui adventures. Equipped with all the conveniences of home with brand new...
Updated condo with golf discounts, pool & Hilton pass- December Dates Available!
Halii Kai 10HOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With unique ocean and golf course views, this three-bedroom, two-bath condo at Hali'i Kai in Waikoloa Beach Resort (10H)...
Stunning Kaimupulehu Grand Estate Hualalai
This “Over-the-Top” estate is a resort within a resort! Guests often choose to Opt Out of paying the resort fees and enjoy this quiet retreat without the hustle and bustle of the resort activity. Beautiful infinity pool with sandy beach!Flexible check-in / check-out...
Kai Hale: 3 BR Oceanfront Lanikai Beach Estate
AlohaRelax and unwind at Kai Hale. This beautiful Lanikai ocean front home is directly in front of the Mokulua Islands.This location is suited for year round living and is ideal for stand-up paddling, kayaking, boogie boarding, snorkeling, and children's activities. A...
Tropical oasis on Kauai's north shore – perfect for couples and families!
Welcome to your home away from home! Nestled in a peaceful condo complex near Princeville and Hanalei Bay, our newly renovated two story, three-bedroom, two-bathroom retreat is the ideal getaway for families, couples, and/or friends seeking a relaxing escape in...
Beach Front Condo South Maui
Welcome to our serene beachfront condo, a perfect blend of comfort, convenience, and coastal charm. Nestled on the edge of a breathtaking beach, this family-friendly retreat offers not just a stay, but an experience to cherish. With its soothing interiors a wealth of...
7H - Hawaiian Elegance – Luxurious Deluxe Ocean View Villa (6+)
Aloha, e komo mai (welcome)!! Come experience our luxurious villa at the prestigious Hali’i Kai oceanfront gated community conveniently located on the sunny Kohala Coast on the Big Island’s Waikoloa Resort where we average 7” of rain a year (the driest in the...
"ALOHA" Ocean View Maui Kamaole Condo in South Maui
With an incredible OCEAN FRONT view, G-212 is a light and bright elegantly upgraded condo across the street from Kamaole Beach Park III. Maui Kamaole's sweeping green lawn and lush tropical gardens rise up from South Kihei Road on Kihei's southern border with Wailea....
Outstanding Direct Oceanfront Suite #301 at The Whaler Maui
(NOTICE: WE DO NOT ADVERTISE ON CRAIGSLIST DUE TO THE HIGH NUMBER OF SCAMS)The Whaler is a premier oceanfront resort situated in the heart of world famous Kaanapali Beach, adjacent to Whaler's Village, for convenient upscale shopping and dining.Suite #301 is an...
Wailea Beach Villas Penthouse K107 – Maui Luxury with Island Serenity
Welcome to Wailea Beach Villas Penthouse K107 - A luxurious and spacious 2-bedroom, 2-bath with a den that functions as a workspace or third bedroom offering 1,899 square feet of elegant island living.Perched directly above the upper pool, this villa enjoys lush...
Maui Sunset A203 - Perfect for Families and Couples - Beach, Pool, Hot Tub+More!
Clean, private, updated, one-bedroom condo perfect for couples and families. Condo has additional queen-size Murphy bed.Located in the desirable Maui Sunset complex in Kihei, on the leeward, sunny side of Maui. The condo comes fully furnished with supplies for 4 people...
Perfect for Large Group Stays ~ Kona Forest House
Tucked away in Kona’s misty cloud forest, this spacious 5-bedroom mountain retreat is your peaceful escape from the crowds. Located just minutes from town yet worlds away in feeling, you’ll enjoy cool breezes, sunset skies, lush gardens, and the soulful quiet of the...
3bed 3bath Sleeps 6, Stunning Villa On The Prince Golf Course
VILLA'S ON THE PRINCE at Princeville in Hanalei Kauai 96722 sleeps six . LUXURIOUS WELL, APPOINTED VILLA. Welcome to Kauai's upscale gated community ~ Villas On The Prince. Located just past the main water fountain at the entrance to Princeville Resort on the North...
Hawaiian Style Escape – Pools, Water Activities, Golf, Shops, & Dining Nearby
Experience the Keauhou Resort Community: Your Hawaiian Escape in Kailua-KonaWelcome to our charming 1-bedroom, 2-bath condo in the beautiful Kanaloa complex. The cozy bedroom features a luxurious king bed, and the living room includes a convenient queen size Murphy bed...
Gorgeous Oceanfront Complex on Maui! Kanai A Nalu, with FREE parking!
We are 1/2 mile from the Maui Ocean Center Aquarium, Pacific Whale Foundation, Ma‘alaea Harbor and Harbor Shops, and the Mini-Golf Complex!Kana‘i A Nalu means 'gentle surf, but we call it 'Dad's Paradise.' Kana‘i A Nalu is a beautiful OCEANFRONT complex located...
IDEALLY LOCATED, FABULOUS "HALE NANEA" Beach House- AC
HI Tax ID-W01462890-02MAUI PROPOSED VACATION RENTAL BAN WILL NOT GO INTO EFFECT UNTIL 2030 IN THE UNLIKELY EVENT IT PASSES- YOUR BOOKING IS SAFE!! 31 Kaiholo place, nestled behind the famous Mama's Fish House(please make reservations before you arrive).This home has 3...
Lava Java Inn On The Big Islands Kau Coast
. Centrally located on the Kau South coast with Emerald Green Olivine roads in a Christmas Berry Forest, without all the hustle and bustle of Kona or Hilo Located halfway between Hilo and Kailua Kona and close to Green Sands Beach and volcano National Park, Black Sands...
Beautiful New Luxury Home in Nohea, with Private Pool and Ohana
Step into luxury with Abita Luxury Rentals at this 3,000 sq ft, 4-bedroom retreat in Nohea at Mauna Lani. Designed with comfort and sophistication in mind, this home offers a backyard oasis with a private pool and spa, set against lush tropical landscaping and the golf...
Full Ocean View - Steps to the Beach! Free Parking and Wi-Fi
Enjoy waking up to paradise right outside your window. Step out on your private lanai and breathe in the sweet tropical air as you watch the graceful surfers ride the gentle breaking waves. Take advantage of your home-away-from-home and prepare a meal from your...
🏖️Ground Floor | Gorgeous View of Mauna Kea | Concierge Included | vrKCV
vrKCV - Golf Villas at Mauna Lani A2, Professionally Managed by Kona Coast VacationsWelcome to Your Tranquil Golf Retreat on the Big IslandNestled within the exclusive Golf Villas at Mauna Lani Resort, this stunning ground-floor condo is the perfect blend of comfort and...
Amazing Oceanview at Beach Villas at Ko Olina
Looking to enjoying your vacation up close and personal with Hawaii's beautiful beaches and ocean? This oceanfront villa is the one for you! You'll be impressed with the spectacular unobstructed ocean view. It's one of the rare villas that is situated in the resort so...