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.
KBM Resorts | FREE CAR | Kapalua Bay Villa | Ocean view | 1-Bedroom Condo with Panoramic views! KBV-15B3
Luxurious 1-bedroom, 1.5-bath villa with ocean views, gourmet kitchen, private lanai, in-unit laundry, & resort access. Soaring ceilings & island breezes make this Maui retreat unforgettable.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with...
Ground-floor condo with loft, garden patio, upper deck, 2 pools, hot tub, tennis
Manualoha 501Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautifully situated among rustling palms and verdant tropical greenery, this one-bedroom plus loft condo brings both...
Hilton Waikoloa Pool Pass thru 2025. Golf Discounts. Waikoloa Fairway Villa D4
This vacation rental is professionally managed by ResorticaHawaiiPlease note: the flooring has recently been upgraded to LVP flooring. New photos pendingWaikoloa Fairway Villas D4. Please scroll down for detailed informationBedding Configuration:Master Bedroom: King...
Beachfront Condo With Amazing Views , Sunsets, And Whale Watching !
Beautiful sand beach, breathtaking sunsets, and remarkable ocean views await you at our well appointed oceanfront condo.Our beachfront condo is located on a quiet beach and is just a short walk (within a block or two) from shops, restaurants, grocery store, post office,...
Private Princeville Retreat w/ Hanalei Bay View!n
Discover the very best of Princeville from the comfort & convenience of this peaceful private retreat! Step outside onto your balcony for spectacular views of the majestic Hanalei Bay, enjoy a round of golf at the Makai Golf Club, or stroll down to relax on Hideaway...
Tiny Brown Cottage Farm Stay, Farm Cottage W/ Sunrise & Ocean Views
Hamakua Sunrise Cottages offers a perfect tropical country escape, on Hamakua Coast. Set in natural surroundings Tiny Cottage w/ ensuite bathroom & kitchen provides comfort & relaxation. Expansive ocean Views with Sunrise, local waterfall adventures & picking fruits...
Maui Resort Rentals: Honua Kai Hokulani 213 - Rare Interior Courtyard 1BR w/ Partial Ocean Views
Hokulani 213 boasts a prized location as one of only three inner courtyard one bedroom suites available for rent by owner at Honua Kai. Enjoy this rarified vantage point with delightful views of the lush interior courtyard and the deep blue Pacific Ocean. The kitchen is...
PK B405 Spacious 3Bedroom at OceanFront Resort w AC
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...
Kamaole Sands - 3BR/2BA, Ocean View- AC unit- great location
This is an elegant island-style 3 bedroom, 2 bath, deluxe end unit suite. It is located on the ground floor with partial ocean view and 2 lanais with secluded lawn areas that feel much like having your own backyard. There is an enlarged dual shower in the guest...
Beautiful Quiet Unit Steps From Maui's Finest beaches
Aloha from the beautiful valley isle! We are proud to share our little slice of paradise with you and your ohana. This unit is located directly across the street from Kamaole Beach park II located in KIHEI KAI NANI. There are restaurants, shopping and endless activities...
🏖️Ground Floor | Central AC | Concierge Included | vrKCV
vrKCV - The Shores at Waikoloa 126, Professionally Managed by Kona Coast VacationsExperience Your Private Botanical Retreat in Waikoloa Beach ResortEscape to a beautifully furnished Polynesian-inspired 2-bedroom, 2-bath condo, where lush gardens and serene ponds create...
Beautiful Turtle Bay Condo - Kuilima Estates East
Beautiful Turtle Bay and Kuilima Estates is located on 840 acres of landscaped gated grounds, the only tropical resort on Oahu's tranquil and iconic North Shore!Get away from busy Waikiki and other crowded vacation spots with our tastefully decorated one bedroom condo...
KONA GETAWAY!!nA Complete 2024 Renovation!!!!NON-SMOKING
Stay at the Kona Alii, a well known condo complex in Kailua Kona. Unit 511 has been completely renovated and is ready to host visitors in a one bedroom, two bath Condo overlooking the ocean and the parade route on Alii Drive! Enjoy brand new LG appliances including...
OCEAN FRONT Makani Sands 106 - Ideal Location - Discounted Rates & Complimentary Activities
MAKANI SANDS 106-Honokowai - Direct Beachfront - Sandy Beach - With spectacular views of the Pacific, you will have a front row seat watching breath-taking sunsets and unobstructed views of the humpback whales when in season. Pride of ownership apparent in every detail...
BEST VALUE! Partial Ocean View-Prime location-Steps to Kam II Beach-Redecorated
Aloha Welcome to Your Dream Vacation at Maui Banyan!Discover your perfect Hawaiian getaway at our beautifully updated condo in the heart of South Kihei, just steps away from one of Maui’s best white sand beaches—Kamaole Beach Park II. Whether you're here to relax or...
Amazing Ground Floor Ocean Front Unit!!! Inquire about specials; 4/21 - 6/25
This amazing ground floor, ocean front unit is not only convenient, but boasts a spectacular view and all the comforts of home. An quick an easy walk from the parking lot to the front door, this unit has the convenience of not having to take your luggage up the elevator...
Palms 7th floor studio Sleeps 4 Guests above Pool
Delightful & thoughtfully decorated Studio at The Palms in Waikiki. Have fun with the whole family at this stylish place.HD TV, Free WiFi, Dining Space and two comfortable Queen beds await you at this very popular location at the Fort DeRussy end of Waikiki.An easy...
Great location, ocean views, and tropical decor
Papakea K305 is a 2-bed, 2-bath condo on the third floor featuring stunning ocean views, a split AC system in the living room, and a luxurious master bathroom! This condo comfortably sleeps 4 guests. In the master bedroom, you'll find a comfortable queen-size bed with a...
Steps from Beach, Stunning View, A/C, Pool Access
NEW A/C UNIT! 2 minute walk across a beautiful lawn will lead you to the picturesque Kiahuna beach.✦ Beachfront w/ garden views ✦ New king bed & queen bed sleeper sofa✦ New A/C unit✦ Fully equipped kitchen ✦ Fast Wi-Fi & TV✦ Shared grass lawn w/BBQ &...
Waikiki Studio with Stunning Views!
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...
Premier Air Conditioned Puu Poa Penthouse Magnificent Ocean View Condo!
This Air Conditioned Puu Poa condo sits on an ocean bluff next door to the renowned 1 Hanalei Hotel. This luxury two bed, two-bath condo boasts 1900 square feet, spacious rooms, tasteful décor, new granite kitchen countertops, newly painted interior, refinished...
Private Cliffside Ohana Retreat at Kalapaki Beach!
Experience the very best of Kauai from the comfort & convenience of this luxury oceanfront retreat! Step outside to enjoy incredible ocean views overlooking Nawiliwili Harbor from your private cliffside balcony, or spend the day kayaking, surfing and relaxing on...
Waikiki Banyan Ocean Deluxe Condo, Government certified for short term rentals.
This large, fully furnished, one-bedroom/one-bath condo is on the 34th floor at the Waikiki Banyan. This corner unit features beautiful ocean views. Free parking and Wifi use. The kitchen was recently redecorated. Brand new air upgraded conditioner. Newly upgraded Queen...
Just a few steps to the beach. C101
A LITTLE BIT ABOUT THIS CONDO...LOKELANI C-101 Features include all new furniture in Hawaiian motif, kitchen with all new appliances, granite counter tops, and ceiling fan, bathroom with onyx tiled walk in shower with seat, granite counter top and all solid brass...
Kahaluu Bay Villas | 4 Lanais w/ Ocean Views
Summary:Beautiful and spacious 2 bed, 2 bath, corner unit condo with ocean views is located on the 3rd floor and has 1,475 sq. ft. of living area. The condo, with tasteful island design, has indoor/outdoor dining, 4 tiled lanais with spectacular ocean, sunset, beach and...
Royal Sea Cliff #418 | Pool Hot Tub & A/C!
Summary:This beautiful Hawaiian home is located within the Royal Sea Cliff, which has the most astounding views of the Pacific Ocean atop a huge lanai. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:We provide 2 beach chairs and 1...
Ocean-View Gem w/ Lanai, Pool & New Furnishings - Walk to Swimming Beach
Hale Ono Loa 210Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in mesmerizing ocean views from your private, second-level lanai at this beautifully renovated 1BR tropical...
Kamanu Pool Apartment 2 Bedroom 1 Bathroom with Ocean Views
**ALL GUESTS MUST BE AT LESAST 15 YEARS OLD**A charming downstairs 2-bedroom, 1-bath apartment, situated across from the ocean cliffs. This apartment exudes a relaxed, tropical vibe with a thoughtful layout to maximize comfort. Listen to the waves crash against the...
Private Lanai with Ocean Views! Updated Furnishings! Polo Beach 203
Relax on the lanai and enjoy sweeping views of Molokini and Kahoolawe Island at sunrise or sunset. Stroll along the world-famous Wailea Beach Path, enjoy fantastic snorkeling at uncrowded Polo Beach, or unwind and sunbathe at the oceanfront pool and jacuzzi.Spend a...
❤️PiH❤️ Hale Kailani ★ Heated Private Pool & Spa ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hale Kailani, a brand new exquisite 4 bedroom, 4 1/2 bath home located in Hapuna Estates within the Mauna Kea Resort. Prepare to embark on a truly remarkable escape where luxury, comfort, and natural beauty...
Kahana Sunset E1 - LAST MINUTE SPECIAL - Air Conditioned Corner Unit - Lovely ocean views
Kahana Sunset E1 is an air conditioned two story condominium with 2 bedrooms and 2 baths - direct ocean views. You can't help but enjoy spending time on one of the two lanais enjoying your morning cup of coffee or an evening glass of wine. Keoni Nu'i Bay is the ideal...
Beautiful Three Bedroom Townhouse at Napili Bay
Walk to two of the best family beaches on Maui from this townhome. Professionally remodeled, decorated, and updated. Located in the heart of Napili, this West Maui vacation rental lies just across the street from the picturesque sandy shores of Napili Bay. Go snorkeling...
Kona Reef direct Honl Beach access unit. Oceanview
This condo is oceanfront and looks onto Honl Beach.The condo has tile flooring through out the unit. There are double wide sliding glass doors leading to the lanai and beach.The bedroom has a king size bed and flat screen TV with full cable.The bathroom has a decorator...
Maui Resort Rentals: Honua Kai K725 - 7th Floor 3BR w/Ocean Views in Every Room!
This exquisite three-bedroom oceanview residence offers stunning views of the Pacific Ocean from its prime 7th-floor vantage point, well above the tropical foliage of the Konea Tower interior courtyard. The views are abundant throughout and even continue into all 3...
Molokai Shores B326
**ALOHA...before booking - our condo is located on Molokai not Maui.Our condo is located on the 3rd floor (B326) One bedroom; full bath and loft. Shower/tub combo. Body wash & shampoo dispenser. Bedroom has a queen size bed. Loft has a full size bed and a full size...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 3-Bedroom Condo, Perfect for Families! HKH-603
Stunning 3-bedroom oceanfront villa in Hokulani Tower with panoramic Kaanapali views, elegant interiors, gourmet kitchen, and spacious lanai-ideal for a luxurious and memorable Maui escape.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
Oceanfront Paradise - Menehune Shores 524
Aloha!Pool Closure Notice: September 8-15, 2025.Maui Paradise Menehune Shores unit 524 is ready for you! Let the stunning views, overall comfort and the island's Aloha spirit transport you to a place where stress isn't allowed to exist. Enjoy the ocean breezes in our...
Maui Kamaole B214: Ocean view, 2 Bedroom condo with Tropical Hawaiian furni
This beautiful two-bedroom condominium has been remodeled and decorated by a designer. Enjoy sunsets and ocean views while relaxing on the private lanai. This unit is located up on the hill and overlooks the lush tropical landscape of the Maui Kamaole, and out to the...
Cliffs at Princeville #3201, Beautiful Ocean-Bluff Resort, Private Lanai
The Cliffs Resort at Princeville Unit 3201, 2nd floor, 1 Bedroom, 2 Bath, North Shore Resort Condo. The Cliffs Resort in Princeville sits on the ocean-bluff just above the blue Pacific Ocean on Kauai's beautiful North Shore. Located on 22 lush acres of tropical gardens...
Aloha Condos, Islander on the Beach, Condo 224, Beachfront, AC
Second FloorBeach Front unitStudio Condo with Kitchenette (no cooktop or oven)Decorator Touches ThroughoutKing sized bedFantastic ocean view!Free in-room WiFi• Beachfront Location• Adjacent to Coconut Marketplace• Nicely Appointed Hotel Rooms• Beachfront...
OCEAN FRONT: spacious, remodeled 4th floor condo
This ocean-front, ocean-view condo is a vacation favorite for families and friends. Maui Sunset Resort is one of the premiere resorts in all of Kihei. The resort itself has beautifully trimmed grounds, a family-friendly pool and hot tub, shuffle board, tennis courts and...
"Hale Kai" at Kapaa Sands- Oceanfront Split Level -2 Bedroom 1.5 Bath
Welcome to Hale Kai, a well-appointed split-level two-bedroom condo perched above Papaloa Bay on Kauai's beautiful east shore. With breathtaking panoramic ocean views and easy beach access just steps away, this peaceful retreat invites you to relax, recharge, and soak...
Directly across from Kamaole III Beach! Maui Parkshore 107 - Kihei Beach Condo
Ground level 2 bedroom / 2 en-suite bathrooms open floor plan condominium. Steps from beautiful beach and pool. Ocean/sunset views from patio and open kitchen/living room. Desirable South Kihei location. Walking distance to restaurants/bars/stores. Grills and shuffle...
2 Bed, 2 bath ocean view, A/c Kamaole Sands A graded condo
We would love to welcome you to our fully air conditioned beautiful condo.Kamaole Sands is an award-winning condo complex situated just across from one of the best beaches on Maui. Kamaole Sands III beach, is recognized as one of the best beaches in Maui. Boogie board,...
Tropical setting on the Wailea Blue Golf Course
Ekolu 1602 is a 2-bedroom, 2-bathroom condo on the second floor featuring amenities such as three private lanais, air-conditioning, and a washer/dryer. This unit comfortably accommodates up to 6 guests with a king bed in the master bedroom, a king bed in the guestroom,...
Gorgeous Expansive Condo in Wailea with HUGE Lanai & Ocean Views
Address for this Condo: Wailea Ekahi, 3300 Wailea Alanui Dr. (Unit 51A), Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** ***BRAND NEW CONDO!!***Welcome to Wailea Ekahi 51A! This beautiful corner unit, located within the tropical oasis of...
104 - Lovely Ground Floor Direct Oceanfront + Larger Lanai
* Ground Floor Unit - Perfect for families! * This ocean front condo has been upgraded * 100 feet from one of the finest beaches in Maui * Wonderful snorkeling and water sports at your doorstep * Watch the whales from your private Lanai This ground floor unit is a...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | Remodeled King Studio! HKH-537
Spacious, recently updated ocean-view studio at Honua Kai with private lanai, full kitchen, king bed, A/C, & ultra-high-speed Wi-Fi. Enjoy resort luxury & stunning sunsets in Ka'anapali, Maui!** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with...
"Paradise Found: Garden, AC, King Bed by the Sea!"
Nestled in the sun-kissed paradise of Kihei, the Kihei Akahi condo complex offers an unparalleled vacation experience. Boasting a prime location directly opposite the picturesque Kamaole Beach Park II and III, this gem provides easy access to the area's renowned sandy...
MOLOKAI Paniolo Hale D3 Oceanview 1B/2BT Townhouse
This spacious open-air 1bedroom 2 bath townhouse is located on Molokai’s sunny west end at Kalua Koi. The architecture is plantation-style with two tall French doors spanning the length of the main floor. It is two-story with 1,200 sq. ft. of space. The ceilings are...