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.
KHV 31 Spacious Direct Oceanfront 3BD Condo
Kahana Village 31 · KHV 31 Spacious Direct Oceanfront 3BD Condo FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour,...
Maui Banyan Resort F-203A Stunning Studio With AC
Beautiful Studio - Steps to Beach - Vaulted Ceiling **This is a beautiful studio condo with vaulted ceilings and is right across from the beach! The Maui Banyan is conveniently located in desirable South Kihei (Where all the amazing sandy swimming beaches are). This is...
Marriott's Ko Olina Beach Club 2 BR Mountain View Villa
Just half an hour from Honolulu, Ko Olina Beach Club is nestled among the lush grounds of Ko Olina Resort & Marina, a picturesque 640-acre community built along a pristine stretch of the Oahu coastline. Situated in the stunning southwest region of Kapolei with...
Waikiki Banyan 3409 – Mountain View Condo Rental in the Heart of Waikiki
Waikiki Banyan 3409 – Mountain View Condo Rental in the Heart of WaikikiSoak in the beauty of Oʻahu from the 34th floor of Waikiki Banyan 3409, a stylish 1-bedroom vacation rental with sweeping mountain and Honolulu city views. Located just 2 blocks from Waikiki...
Maui Sunset Vacation Rentals B422
Ocean front condo on the fourth floor., 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. Large private condominium apartment at the resort condominium complex on...
Ground Floor Garden Access moments from Beach
This room was just remodeled, new flooring, new kitchen, new furniture. Kiahuna Resort is the perfect ocean front complex, with a rolling green, perfectly maintained landscape, Mango trees, Koi ponds, and access to an amazing health club.The space-The athletic club has...
Maui Resort Rentals: Honua Kai Hokulani 248/50/51 – Incredible 8BR Oceanfront Gem, Over 5500 combined Sq. Ft. w/ Built-in Viking Grills!
This phenomenal offering combines two of the absolute finest 3BR/3BA oceanfront residences at Honua Kai with a neighboring 2BR/2BA partial oceanview suite to create a true 8BR masterpiece, perfect for larger groups and families. The combined 5500+ sq ft of living...
Luxurious Kahala Grand Splendor: Private Home w/Pool, Spa, AC & Lush Landscaping
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.Admiration starts at first glance with Kahala...
North shore beachfront villa - garden view home
Plumeria House is a recently renovated traditional Hawaiian style plantation home found in Tropical Waters, a vacation rental retreat featuring three homes in a gated community on Oahu's North Shore. This house has a beautiful garden view along with your own private...
A Place You'll Surely Enjoy! Deluxe Crater View King Unit, Free Parking!
He mau makana nâu kêia na kô mâkou kûpuna — These are gifts for you from our elders. Hawaii Volcanoes National Park is a refuge for native flora and fauna, many of which are endemic to the Hawaiian Islands. Enjoy walking or biking around the park, spend a day...
Mauna Lani Point | B201
Enjoy breathtaking ocean and golf course views from Mauna Lani Point B201, a one-bedroom condo located in the Mauna Lani Resort. This 1,250 sq ft villa is the ideal homebase along the iconic Kohala Coast for exploring the beauty of Hawaii’s Big Island. Explore nearby...
Palms at Wailea Ocean View Villas 2 Bedroom 2 Bath
Ocean View 2 Bedroom 2 Bath Villa- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private deck- Master bedroom with 1 king bed- Guest bedroom with 1 queen bed or 2 twin beds- Queen sofa bed in...
Island Surf 510A | Studio with On-Site Amenities!
Escape to the serene paradise of Island Surf 510A, a cozy tropical studio nestled in the heart of Kihei, Hawaii. This charming vacation rental offers a tranquil retreat for up to 2 guests, offering a studio bedroom and 1 bathroom all conveniently situated on one floor...
Anuhea House, a charming studio in beautiful Holualoa, Hawaii.
Relax in this beautifully designed custom built studio as you feel the Anuhea (a cool fragrant mountain breeze) coming down Hualalai mountain. Enjoy the high end finishes of hewn teak flooring, mahogany trim, custom built accents and natural stone bathroom. Located in...
Luxury Condo in Waikiki, Highly Sought After Condo!
This 2-bedroom unit is located in the highly sought-after condo, The Windsor. Freshly painted, this condo features high-end stainless-steel appliances (Bosch convection oven, Thor cooktop and LG refrigerator/freezer, microwave and dishwasher) and modern furnishings...
View Stunning Sunsets in this Ocean View 1 Br @ MVC Ko Olina Beach Club 4/29-5/6
Spectacular Views at Marriott's Ko Olina Beach Club in Oahu is a dream destination with its private lagoon, family-friendly beach, and three pools, including a heated kids' pool with slides. Nestled in lush Hawaiian gardens, this resort offers spacious villas with full...
Tropical Garden Haven PF-E204
Pono Kai's pool will be closed for repairs September 2025 through November 2025.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Welcome to your own slice of paradise! This charming 1-bedroom, 1-bathroom garden view condo offers...
Large Oceanfront Haven 3 4
Explore the Wonders of OahuExperience the breathtaking marine life right from the white sandy beach in front of your penthouses! Snorkel alongside sea turtles, whales, monk seals, and a vibrant array of tropical fish. Fishing enthusiasts will also find excellent...
Christmas 2023 - Marriott Maui Ocean Club - 2BR Oceanview Dec 23-30, 2023 ONLY!!
Looking for Paradise – you’ve found it here!Amid the azure Pacific, along the crystal sands of Kaanapali Beach, Marriott’s Maui Ocean Club is an island jewel among lush rainforests and volcanic mountain offering an oasis of relaxation, adventure and bliss. Enjoy...
Beautiful beachfront paradise for lovers in North West Oahu Hawaii
This beachfront unit sits on the white sand of one of the most beautiful private beaches of Oahu. Imagine sleeping hearing the sounds of the crashing waves of the beach. Splash into the crystal clean turquoise water for your best scuba diving experience. Watch hundreds...
Samurai House - Japanese-Inspired Luxury Estate on Oahu's North Shore
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.Welcome to Samurai House by GatherSamurai...
Relaxing & Cozy Coastal Studio with FREE Parking!
Aqua Palms Waikiki ranks as one of Oahu's most popular getaways.This relaxing and cozy studio is conveniently located in the heart of Waikiki, just a few minutes walk from a variety of tourist attractions, activities, and shopping centers.This Relaxing & Cozy Coastal...
Kona Bali Kai 362 – For 2 Guests
Summary:Escape to the Big Island and enjoy a relaxing stay at Kona Bali Kai, just minutes from the heart of Kailua-Kona. This community offers everything you need for a restful vacation—take a dip in the ocean-view pool, unwind in the hot tub, or head to your private...
Maui Kaanapali Villas #518: Studio Ocean View condo.
Maui Kā’anapali Villas #A518: Studio Ocean-view condo at Beach Front Resort on N. Kaanapali BeachThe space:This condominium is located in the Aloha Tower, the central hub of the property. Situated on the 5th floor, this unit boasts panoramic views of the property,...
Honua Kai Konea 342 Partial Ocean View 2 BD 2BA
- Exclusive on-site provider with the only homes that meet the prestigious AAA 4-Diamond designation - Partial ocean views from private spacious lanai with dining table, chairs and glass railings for optimal views - Oversize accordion glass doors fully open to expand...
Modern Studio near Waikiki Beach
The modern studio is quaint and efficient, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The studio is private with its own entrance. This studio fits a single guest perfectly but can accommodate up to 2 with the trundle bed....
New Listing! Royal Kahili, 2BR,Oceanview, Pool,BBQ
Royal Kahili A404 – Oceanview 2BR/2BA Condo | Sleeps 6 | AC + Lanai | Prime Ali‘i Drive LocationWelcome to Royal Kahili A404, your private island escape located right along iconic Ali‘i Drive in the heart of Kailua-Kona. This spacious and beautifully maintained...
Kolea 7E- Second Floor 3 Bedroom Kolea Condo with an Ocean View
Recently upgraded in 2024, Kolea 7E is a spacious 3 bedroom vacation rental at Kolea with a nice ocean view over a vacant lot. As you enter the double entry doors you will be struck by the spaciousness of the great room and the view! The living room is comfortably...
Lux family-friendly. Steps to beaches, restaurants & shopping.
Step into the enchanting paradise that is Honu Hale, aptly named Turtle House in the language of Hawaii. This mesmerizing 3 bedroom, 3 bath beachfront sanctuary beckons with its unparalleled beauty and a prime location just a leisurely stroll away from a stretch of warm...
Hawaiian Hale, farmhouse in Anahola, Kaua’i central & family friendly.
This home is perfect for visitors who want an authentic Kauai Experiance. Nestled in the majestic north east village of Anahola, a native Hawaiian community, this remodeled home is spacious and clean. Enjoy the views of Kalalea Mountain, and the sounds of the ocean. We...
Maui Resort Rentals: Honua Kai - 5 Total Bedrooms, Gorgeous Ocean AND Lush West Maui Mountain Views!
This tandem pairing combines three fantastic 5th-floor suites to create a 5BR/5BA offering featuring incredible mountain and ocean views. Both suites 511 and 513 overlook the lush interior courtyard and pools and provide stunning full ocean views while suite 512 offers...
Lahaina Shores Oceanfront Ocean Views Oasis
Oceanfront Oasis: Stunning Views, Steps to the SandEscape to our beautiful oceanfront studio condo, where the rhythmic sound of waves will be your daily soundtrack. This newly renovated studio retreat offers the perfect blend of luxury and location, putting you just...
2 Double Beds with Lanai – Ideal for Families
This 242 sq. ft. room, perfect for families, offers two double beds and a private lanai with vibrant cityscape views. Located between the 3rd and 9th floors, this room provides air conditioning, free Wi-Fi, and modern amenities to ensure a comfortable and memorable...
Kauai Beach Villas Resort- Kapaa Kauai, Hawaii - 1 Bd Suite
Kauai Beach Villas is a cozy resort that is right on the sand immediately north of one of the best beaches on the island and only one hour from the island’s North and South Shores. Take a few steps from the resort and you will find yourself on the soft sand beach with...
Maui Resort Rentals: The Whaler 760 - 7th Floor 1BR w/ Stunning Ocean, Courtyard and Mountain Views!
Whaler 760 delivers spectacular ocean views that extend to Maui's neighboring island Lanai, in addition to gorgeous vistas of the lush West Maui Mountains. This luxurious 1BR/2BA 7th-floor suite offers over 900 sq.ft. of interior living area in addition to over 200...
Waikoloa Fairways A207 Golf Ocean View 2B/2B
Waikoloa Fairways is located in the Waikoloa Village, Waikoloa Fairways address is 68-1754 Melia Street, Waikoloa, HI 96738- Guest check in at Hawaii Vacation Condos by Outrigger’s office located off property at the Kings' Shops, 69-250 Waikoloa Beach Dr., Suite B-13....
Modern, Comfortable With Great Amenities! Perfect Location In Waikiki
Experience the perfect blend of comfort and style in this beautifully updated condo, featuring island-themed furnishings and modern appliances. The fully equipped kitchen includes a dishwasher, built-in microwave, and all the essentials for preparing meals at home. A...
Modern Maui Condo with Pool - Steps from the Beach, with A/C, Full Kitchen
Experience this Maui dream condo, Blue Wave, located in the heart of Kihei! Delight in this comfortable, modern one-bedroom, air-conditioned home that can accommodate up to 3 guests. Located on the ground floor, the unit conveniently opens up directly from the patio...
Poipu Kai Makanui 422 - Two-bedroom Garden View condo on the island of Kaua'i.
Poipu Kai Makanui 422 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with shower/tubBedroom 2: QueenSecond bathroom: full bath with single showerLivingroom: naAC: naLaundry: in condoBrew coffee...
Cozy 2BR Condo Great for Families
We invite you to take in the state’s stunning Central Coast at Pismo Beach. Perched on an oceanfront bluff overlooking a beautiful beach, our hotel features inviting spaces, the area’s premier spa, and delicious coastal cuisine. Throughout your visit, you’ll find...
Rare Penthouse Ocean View Unit 3bd/2bth Upgraded
Welcome to one of Kihei's best-kept secrets- a top-floor, corner-unit penthouse at Kamaole Beach Royale, now available.3Bd/2Bth luxury condo offers unmatched privacy, panoramic ocean views, and exclusive developer upgrades. Perched on the 6th floor, this spacious...
Ko'Olina Beach Club 1 Bed Villa
If you want to truly relax, follow the thousands who have stayed at the 640 acre gated premium vacation ownership resort, Marriott Ko Olina Beach Club. Nestled on the West side of Oahu, this resort is surrounded by clear blue waters and a picturesque lagoon. Soak up the...
Ocean Tower by Hilton Grand Vacations Club - Studio Penthouse Premier - Ocean View - SH3
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Alii Cove HH21 Beautiful Top Floor Spacious 3 Bedroom with AC
Peaceful Oceanview Retreat at Alii Cove – 3BR Top-Floor Condo in Kailua Kona Escape to the sun-kissed shores of Hawaii’s Big Island and experience the ultimate island getaway at our stunning 3-bedroom, 2-bathroom top-floor condo at the highly sought-after Alii Cove...
CW Shearwater Resort | 2BR/2BA King Balcony Suite
Summary:CW Shearwater Resort | 2BR/2BA King Balcony Suite• Size: 1316 - 1368• Kitchen: Full• Baths: 2• Accommodates: 6 Guests• Beds: King Bed - 1 Queen Sleeper Sofa - 1 VariesRoom Amenities• Ceiling Fan• Hairdryer• In Room Safe• Washer/Dryer In Unit•...
Charming 2 bedroom 2 bath Hotel with AC in Kailua-Kona
One week stay minimum of 7 nights. Located in Kailua-Kona, enjoy what this 2 bedroom suite hotel has to offer. With a king bed, queen bed, and sofa bed, guests will find a delightful and soothing space to relax. The property features amenities like AC, an iron, and a...
A little piece of Aloha at our North Shore Tiny Hale
Stay comfortably in Kahuku at this 1-bedroom mobile home. The cozy space features 1 queen bed in the upper bedroom loft and a quaint living room. With AC to keep you cool and a shower in the bathroom, you'll have everything you need for a fabulous stay. Enjoy your time...
KKN 13231 New Listing Kihei Condo w Pool Conveniently Located Across from Beach
Kihei Kai Nani 13231 NEW LISTING Experience Kihei and Wailea from this Conveniently Located Condo Across the Street from the Beach at Kamaole 2! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...
Waipouli Beach Resort B402 Ocean View 2 BD 3 BA
- 4th floor spacious condo with 3 balconies- 1,312 square feet / 122 square meters- Maximum 6 persons including children and infants- 1 king bed, 1 queen sofa bed, 1 Queen Bed- Crib on request at no charge- Aerobeds on request at 15 USD per night- TV with cable channels...
Lush Garden View w/A/C, WiFi and Lanai-Kamaole Sands
Kamaole Sands - Unit #8103 On The Ground Floor: This charming one-bedroom/two-bathroom unit features light rattan furniture with pops of color in the accent furniture and artwork. The open-concept layout and design were created with to create a relaxed ambiance.Upon...